ChemicalBook > CAS DataBase List > (R)-N-Glycidylphthalimide

(R)-N-Glycidylphthalimide

Product Name: (R)-N-Glycidylphthalimide
CAS No.: 181140-34-1
Chemical Name: (R)-N-Glycidylphthalimide
Synonyms: Rivaroxaban Impurity M;Rivaroxaban Impurity 84;(R)-GLYCIDYL PHTHALIMIDE;(R)-N-Glycidylphthalimide;N-(R)-Glycidyl Phthalimide;(R)-(-)-GLYCIDYL PHTHALIMIDE;(R)-N-Glycidylphthalimide>Rivaroxaban Impurity 7(R-isomer);(R)-(-)-N-(2,3-Epoxypropyl)pthalaMide;N-((2R)-Oxiran-2-ylmethyl)phthalimide
CBNumber: CB9462849
Molecular Formula: C11H9NO3
Formula Weight: 203.19
MOL File: 181140-34-1.mol

Less

(R)-N-Glycidylphthalimide Property

Melting point:: 101 °C
Boiling point:: 347.4±15.0 °C(Predicted)
Density: 1.446±0.06 g/cm3 (20 ºC 760 Torr)
refractive index: -10 ° (C=2.2, CHCl3)
storage temp.: Inert atmosphere,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: -2.24±0.20(Predicted)
color: White
optical activity: [α]/D -7 to -13°, c =2.2 in chloroform

Less

Safety

Hazard Codes: Xi
Risk Statements: 41
Safety Statements: 26-39
WGK Germany: 2
HS Code: 29251900

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 671711
Product name: (R)-(?)-N-(2,3-Epoxypropyl)phthalimide
Purity: ≥99.0% (GC)
Packaging: 1g
Price: $40
Updated: 2023/06/20

Sigma-Aldrich

Product number: 671711
Product name: (R)-(?)-N-(2,3-Epoxypropyl)phthalimide
Purity: ≥99.0% (GC)
Packaging: 5g
Price: $44
Updated: 2023/06/20

TCI Chemical

Product number: G0327
Product name: (R)-N-Glycidylphthalimide
Purity: >99.0%(GC)
Packaging: 5g
Price: $60
Updated: 2025/07/31

TCI Chemical

Product number: G0327
Product name: (R)-N-Glycidylphthalimide
Purity: >99.0%(GC)
Packaging: 25g
Price: $181
Updated: 2025/07/31

TRC

Product number: G616005
Product name: N-(R)-GlycidylPhthalimide
Packaging: 10g
Price: $145
Updated: 2021/12/16

Less

(R)-N-Glycidylphthalimide Chemical Properties,Usage,Production

Chemical Properties

White solid

Uses

(R)-(-)-N-(2,3-Epoxypropyl)phthalimide may be used in the preparation of the following potential chiral solvating agents:

2-[(2R)-2-hydroxy-3-[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]propyl] isoindoline-1,3-dione
2-[(2R)-2-hydroxy-3-[[(1R,2S)-2-hydroxyindan-1-yl]amino]propyl]isoindoline-1,3-dione
2-[(2R)-2-hydroxy-3-[[(1R)-1-(hydroxymethyl)-propyl]amino]propyl] isoindoline-1,3-dione
2-[(2R)-2-hydroxy-3-[[(1S)-1-phenylethyl]-amino]propyl]isoindoline-1,3-dione

It may also be used in the synthesis of 2-((5R)-2-oxo-5-oxazolidinyl) methyl)-1H-isoindole-1,3 (2H)-dione.

Uses

(R)-N-Glycidylphthalimide is a reagent used for the simultaneous preparation of amino alcohol solvating agents as well as preparation of orally available anticoagulants.

Synthesis

136918-14-4

57044-25-4

181140-34-1

General procedure for the synthesis of (R)-N-(2,3-epoxypropyl)phthalimide from 3-hydroxy-1H-isoindol-1-one and (R)-epoxyethylene-2-methanol: To a solution of tetrahydrofuran (THF, 220 mL) containing phthalimide (6.6 g, 45.0 mmol), triphenylphosphine (PPh3, 17.7 g, 67.5 mmol), diethyl azodicarboxylate (DEAD, 11.7 mL, 67.5 mmol), and (R)-(+)-condensate were sequentially added. 67.5 mmol), diethyl azodicarboxylate (DEAD, 11.7 mL, 67.5 mmol) and (R)-(+)-glycidol (4.0 g, 54.0 mmol). The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the THF solvent was removed by distillation under reduced pressure and the residue was purified by silica gel fast column chromatography (Biotage system, eluent: 5%-20% ethyl acetate/hexane) to afford the target product (R)-N-(2,3-epoxypropyl)phthalimide (5.8 g, 75% yield).

References

[1] Tetrahedron Asymmetry, 1996, vol. 7, # 6, p. 1641 - 1648
[2] Patent: WO2006/29210, 2006, A2. Location in patent: Page/Page column 112-113
[3] Heterocycles, 2006, vol. 67, # 2, p. 561 - 566
[4] Tetrahedron, 2004, vol. 60, # 35, p. 7679 - 7692
[5] Patent: US2006/14701, 2006, A1. Location in patent: Page/Page column 23

(R)-N-Glycidylphthalimide Preparation Products And Raw materials

Raw materials

Preparation Products

Less

(R)-N-Glycidylphthalimide Suppliers

Americas 1 Canada 1 China 115 Europe 1 Germany 2 India 6 Japan 6 South Korea 1 Switzerland 1 United Kingdom 2 United States 20 Global 156

J & K SCIENTIFIC LTD.

Tel: 18210857532; 18210857532
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
Fax: 86-21-61259102
Email: market03@meryer.com
Country: China
ProdList: 40228
Advantage: 62

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Energy Chemical

Tel: 021-021-58432009 400-005-6266
Fax: 021-58436166
Email: sales8178@energy-chemical.com
Country: China
ProdList: 44801
Advantage: 61

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14101
Advantage: 59

Shanghai Longsheng chemical Co.,Ltd.

Tel: 021-58099652-8005 13585536065
Fax: 021-58099609
Email: bin.wu@shlschem.com
Country: China
ProdList: 9883
Advantage: 59

Shanghai Hanhong Scientific Co.,Ltd.

Tel: 021-54306202 13764082696
Email: info@hanhongsci.com
Country: China
ProdList: 42934
Advantage: 64

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

Hangzhou Yuhao Chemical Technology Co., Ltd

Tel: 0571-82693216
Fax: +86-571-82880190
Email: info@yuhaochemical.com
Country: China
ProdList: 6387
Advantage: 52

Hangzhou Sage Chemical Co., Ltd.

Tel: +86057186818502 13588463833
Fax: Pls mail us for more information!
Email: info@sagechem.com
Country: China
ProdList: 10266
Advantage: 58

Shanghai T&W Pharmaceutical Co., Ltd.

Tel: +86 21 61551611
Fax: +86 21 50676805
Country: China
ProdList: 9891
Advantage: 58

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

9ding chemical ( Shanghai) Limited

Tel: 4009209199
Fax: 86-021-52271987
Email: sales@9dingchem.com
Country: China
ProdList: 22514
Advantage: 55

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-6206333 13167063860
Fax: 021-50323701
Email: anhua.mao@aladdin-e.com
Country: China
ProdList: 25003
Advantage: 65

ChemStrong Scientific Co.,Ltd

Tel: 0755-0755-66853366 13670046396
Fax: 0755-28363542
Email: sales@chem-strong.com
Country: China
ProdList: 18333
Advantage: 56

Hefei TianRui Pharmaceutical Chemistry Co., Ltd.

Tel: 0551-68933033 13956024211
Fax: 0551-68935833
Email: trchem@163.com
Country: China
ProdList: 98
Advantage: 58

Shanghai Balmxy Pharmaceutical Co., Ltd

Tel: 021-24206007 13764915196
Fax: 86-021-23027023
Email: sales@balmxy.com
Country: China
ProdList: 6874
Advantage: 55

Shanghai YuLue Chemical Co., Ltd.

Tel: 021-60345187 13671753212
Fax: 021-34702061
Email: lzz841106@aliyun.com
Country: China
ProdList: 10263
Advantage: 55

Shanghai Xingui Biotechnology Co., Ltd.

Tel: 15121041756
Email: xingui2022@126.com
Country: China
ProdList: 9976
Advantage: 58

Shanghai Kewel Chemical Co., Ltd.

Tel: 021-64609169 18901607656
Fax: 021-64609160
Email: greensnown@163.com
Country: China
ProdList: 9906
Advantage: 50

Sigma-Aldrich

Tel: 021-61415566 800-8193336
Email: orderCN@merckgroup.com
Country: China
ProdList: 51395
Advantage: 80

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 71826
Advantage: 60

parabiochem

Tel: 025-83453382-8005
Fax: 025-83453382
Email: sale@parabiochem.com
Country: China
ProdList: 9595
Advantage: 55

Chengdu Huachun Technology Co., Ltd

Tel: 400-1166-196 15982826727
Fax: QQ：800101999
Email: cdhxsj@163.com
Country: China
ProdList: 14603
Advantage: 60

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Taian Jiaye Biotechnology Co.Ltd

Tel: 13127280945
Email: 285424065@qq.com
Country: China
ProdList: 9976
Advantage: 55

Shenzhen SUNGENING Bio-Medical Co., Ltd.

Tel: 0755-0755-28967200-8062 13631290199
Fax: 0755-28967200
Email: wxf@sungening.com
Country: China
ProdList: 9624
Advantage: 60

Shandong Ono Chemical Co., Ltd.

Tel: 0539-6362799 20）
Fax: 0539-6362799（To 20）
Country: China
ProdList: 9998
Advantage: 58

Shanghai BaiShun Biological Technology Co., Ltd

Tel: 021-37581181
Fax: 021-57456066
Email: sales@chem-mall.com
Country: China
ProdList: 10330
Advantage: 58

Shanghai Zhen Li Biological Technology Co., Ltd

Tel: 021-16621358918; 18516310516
Fax: 13045646768
Email: zhenlipharma888@163.com
Country: China
ProdList: 19035
Advantage: 58

Aikon International Limited

Tel: 025-58859352 18068836627
Fax: 02557626880
Email: sales01@aikonchem.com
Country: China
ProdList: 16027
Advantage: 58

Nanjing NingFan Pharm-Tech CO. LTD.

Tel: 17368696818
Country: China
ProdList: 1984
Advantage: 58

Shanghai Haohong Pharmaceutical Co., Ltd.

Tel: 400-8210725 400821072
Fax: 021-58955996
Email: malulu@leyan.com
Country: China
ProdList: 25000
Advantage: 58

Jida Pharmaceutical Chemicals (Shanghai) Co., Ltd.

Tel: 021-56383663,17717680878
Fax: 021-56383663
Email: jidapharm@126.com
Country: CHINA
ProdList: 125
Advantage: 58

Hubei Xinyuanshun Pharmaceutical Chemical Co., Ltd.

Tel: 027-51831887 15337167856
Fax: 027-51837635 QQ1165326703
Email: hubeixinyuanshun@163.com
Country: China
ProdList: 10295
Advantage: 58

3A Chemicals

Tel: 400-668-9898
Fax: 010-51582189
Email: service@3achem.com
Country: China
ProdList: 20557
Advantage: 58

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 4009004166/18616739031 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52687
Advantage: 58

Wuhan Yingpuri Pharmaceutical Technology Co. Ltd.

Tel: 17312123985
Email: hero102012020@126.com
Country: CHINA
ProdList: 52
Advantage: 58

Chengdu Feibai Pharmaceutical Co., Ltd.

Tel: 028-84641798 18782128315
Email: 3302391190@qq.com
Country: China
ProdList: 9799
Advantage: 55

TOSUN PHARM

Tel: 020-61855200 13326451905
Email: 260366801@qq.com
Country: China
ProdList: 7924
Advantage: 58

Henan Alpha Chemical Co., Ltd.

Tel: 0371-55055611 18137792234
Fax: QQ：3002694073
Email: 3002694073@qq.com
Country: China
ProdList: 9987
Advantage: 58

Hefei TNJ Chemical Industry Co.,Ltd.

Tel: +86-0551-65418684 +8618949823763
Fax: 0086-551-65418684
Email: sales@tnjchem.com
Country: China
ProdList: 25356
Advantage: 58

sgtlifesciences pvt ltd

Tel: +8617013299288
Email: dj@sgtlifesciences.com
Country: China
ProdList: 12373
Advantage: 58

AFINE CHEMICALS LIMITED

Tel: +86-0571-85134551
Fax: 008657185134895
Email: sales@afinechem.com
Country: China
ProdList: 15109
Advantage: 58

Shanghai Hongshun Biological Technology Co., Ltd.

Tel: 15901914505 15901914505;
Fax: 021-54389085
Email: 3187892335@qq.com
Country: China
ProdList: 9889
Advantage: 58

Guangdong Wengjiang Chemical Reagent Co., Ltd.

Tel: 0751-2886766 13927870850
Fax: 0751-2886756
Email: 3001267247@qq.com
Country: China
ProdList: 9941
Advantage: 58

Tianjin shijia biomedical technology co., LTD

Tel: 15022261580 15022261580;
Email: tjshj1212@163.com
Country: China
ProdList: 2698
Advantage: 58

Jinan blalong chemical co. LTD

Tel: 2710913286@.com
Email: 1513643261@qq.com
Country: China
ProdList: 14246
Advantage: 58

Shanghai Yanze Chemical Co., Ltd.

Tel: 021-021-13773155751 19975051755
Email: 260924549@qq.com
Country: China
ProdList: 10524
Advantage: 58

career henan chemical co

Tel: +86-0371-86658258 +8613203830695
Fax: 0086-371-86658258
Email: factory@coreychem.com
Country: China
ProdList: 29798
Advantage: 58

Less

View Lastest Price from (R)-N-Glycidylphthalimide manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: (R)-N-Glycidylphthalimide 181140-34-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-10-19

Zhuozhou Wenxi import and Export Co., Ltd

Product: (R)-()-N-(2,3-Epoxypropyl)phthalimide 181140-34-1
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-06-27

Career Henan Chemical Co

Product: (R)-N-Glycidylphthalimide 181140-34-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kgs
Release date: 2020-01-29

181140-34-1, (R)-N-GlycidylphthalimideRelated Search:

3-Morpholinone, 4-(2,4-diaMinophenyl)- 4-(3-AMino-phenyl)-Morpholin-3-one (R)-5-chloro-N-(4-(3-oxomorpholino)phenyl)-N- ((2-oxooxazolidin-5-yl)methyl)thiophene-2-carboxamide (S)-2-(3-chloro-2-hydroxypropyl)isoindoline-1,3-dione Rivaroxaban Impurity 93 4-(2-nitrophenyl)Morpholin-3-one Benzoic acid, 2-[[[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]aMino]carbonyl]- 4,5-DICHLOROTHIOPHENE-2-CARBOXYLIC ACID 4-(4-NITROPHENYL)MORPHOLIN-3-ONE (S)-4-(4-(5-(Aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one.HCl 5-Chloro-2-thiophenecarboxylic Acid 2-Thiophenecarboxylic acid 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-Morpho linyl)phenyl]aMino]propyl]-1H-isoindole-1 ,3(2H)-dione (S)-(+)-Glycidyl Phthalimide (R)-N-Glycidylphthalimide N-(2,3-EPOXYPROPYL)PHTHALIMIDE O-Phthalimide Glycidyl phthalimide

(R)-(-)-N-(2,3-Epoxypropyl)phthaliMide, ee: 98%

2-[(2R)-oxiran-2-ylmethyl]-1H-isoindol-1,3(2H)-dione

1H-Isoindole-1,3(2H)-dione,2-[(2R)-2-oxiranylMethyl]-

(R)-(-)-N-(2,3-Epoxypropyl)phthaliMide >=99.0% (GC)

(R)-2-OXIRANYLMETHYL-ISOINDOLE-1,3-DIONE

(R)-(-)-GLYCIDYL PHTHALIMIDE

(R)-GLYCIDYL PHTHALIMIDE

(R)-(-)-N-(2,3-Epoxypropyl)phthalimide

(R)-N-Glycidylphthalimide

2-[(2R)-2-OxiranylMethyl]-1H-isoindol-1,3(2H)-dione

(R)-2-(oxiran-2-ylMethyl)isoindoline-1,3-dione

1H-Isoindole-1,3(2H)-dione, 2-[(2R)-oxiranylMethyl]-

(R)-2-(Oxiranylmethyl)-1H-isoindole-1,3(2H)-dione

(R)-N-(2,3-Epoxypropan-1-yl)phthalimide

N-(R)-Glycidyl Phthalimide

(R)-(-)-N-(2,3-Epoxypropyl)pthalaMide

Rivaroxaban Impurity 7(R-isomer)

2-((2R)-OXIRANYLMETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE

Rivaroxaban Impurity M

(R)-(-)-N-(2,3-Epoxypropyl)phthalimide, 99%, ee: 98%

Rivaroxaban Impurity 84

(R)-N-Glycidylphthalimide&gt

2-[[(2R)-oxiran-2-yl]methyl]isoindole-1,3-dione

N-((2R)-Oxiran-2-ylmethyl)phthalimide

(R)-4-(OXIRAN-2-YLMETHYL)ISOINDOLINE-1,3-DIONE

(<i>R</i>)-(?)-<i>N</i>-(2,3-Epoxypropyl)phthalimide

181140-34-1

N-Substituted Maleimides, Succinimides & Phthalimides

N-Substituted Phthalimides

Oxiranes

Simple 3-Membered Ring Compounds