(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER

Product Name: (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
CAS No.: 364077-84-9
Chemical Name: (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
Synonyms: BOC-D-PRO(4-OXO);Boc-4-Oxo-D-Proline;Boc-4-Keto-D-Proline;N-BOC-4-OXO-D-PROLINE;(2R)-N-Boc-4-oxo-proline;(2R)-N-Boc-4-oxo-D-proline;N-Boc-4-oxo-D-proline Methyl ester;(R)-1-Boc-4-oxopyrrolidine-2-carboxylic acid;(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER;(R)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid
CBNumber: CB4452407
Molecular Formula: C10H15NO5
Formula Weight: 229.23
MOL File: 364077-84-9.mol

More

Less

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER Property

Boiling point:: 390.8±42.0 °C(Predicted)
Density: 1.304±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 3.85±0.20(Predicted)
Appearance: white to off-white solid
InChI: InChI=1S/C10H15NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h7H,4-5H2,1-3H3,(H,13,14)/t7-/m1/s1
InChIKey: CKYGSXRXTIKGAJ-SSDOTTSWSA-N
SMILES: N1(C(OC(C)(C)C)=O)CC(=O)C[C@@H]1C(O)=O

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

More

Less

N-Bromosuccinimide Price

TRC

Product number: B658945
Product name: (2R)-N-Boc-4-oxo-proline
Packaging: 100mg
Price: $95
Updated: 2021/12/16

TRC

Product number: B658945
Product name: (2R)-N-Boc-4-oxo-proline
Packaging: 2.5g
Price: $800
Updated: 2021/12/16

ChemScene

Product number: CS-M1683
Product name: 1,2-Pyrrolidinedicarboxylicacid,4-oxo-,1-(1,1-dimethylethyl)ester,(2R)-
Purity: >97.0%
Packaging: 250mg
Price: $88
Updated: 2021/12/16

AK Scientific

Product number: 4620AB
Product name: (R)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylicacid
Packaging: 1g
Price: $321
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0003506
Product name: (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
Purity: 95.00%
Packaging: 5MG
Price: $500.64
Updated: 2021/12/16

More

Less

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER Chemical Properties,Usage,Production

Uses

(2R)-N-Boc-4-oxo-proline was used as a reactant in the preparation of 4,4-disubstituted pyrrolidine-1,2-dicarboxamides which are potent factor Xa inhibitors with increased human half life. Also used in the synthesis of azacyclic FTY720 analogues which show potential for use in strategy to kill cancer cells as they restrict access to extracellular nutrients.

Synthesis

135042-12-5

364077-84-9

Step 1: Preparation of (R)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid (29a). At 0 °C, (2R,4R)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (14b) (51 g, 221 mmol) was dissolved in dichloromethane (2023 mL), trichloroisocyanuric acid (51.3 g, 221 mmol) and TEMPO (1.723 g, 11.03 mmol) were added. Stirring was maintained at 0°C for 30 min, then slowly warmed to room temperature and stirred overnight. After completion of the reaction, the reaction mixture was diluted with water (100 mL) and stirring was continued for 30 min. Subsequently, dichloromethane was removed by distillation under reduced pressure. The residue was diluted with ethyl acetate (200 mL) and filtered through a diatomaceous earth plug. The filtrate was acidified with 1 M HCl (8 mL) and the organic layer was separated. The ethyl acetate layer was washed sequentially with water (4 x 200 mL) and saturated brine (100 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford the white solid product (R)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid (29a) (38 g, 166 mmol, 75% yield). The product was confirmed by 1H NMR (300 MHz, DMSO-d6) and mass spectrometry (ES-).

References

[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 6, p. 2501 - 2511
[2] Patent: WO2017/59178, 2017, A1. Location in patent: Page/Page column 105
[3] Patent: WO2004/87646, 2004, A2. Location in patent: Page/Page column 63-64
[4] Patent: WO2017/117239, 2017, A1. Location in patent: Page/Page column 53; 54

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

More

Less

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER Suppliers

China 94 India 2 United Kingdom 1 United States 5 Global 102

SICHUAN TONGSHENG BIOPHARMACEUTICAL CO., LTD

Tel: 0838-2809458 13350585791
Email: pharm@biots.cn
Country: China
ProdList: 589
Advantage: 58

Shanghai Hobor Chemical Co., Ltd

Tel: 021-57790084; 13918007836
Fax: 021-51685238
Email: sales@hoborchem.com
Country: China
ProdList: 392
Advantage: 60

ITIC MEDCHEM(SUZHOU) CO.,LTD.

Tel: 0512-68323967 18015559028
Fax: +86-512-69200360
Email: sales@iticmedchem.com
Country: China
ProdList: 506
Advantage: 61

Beijing Ouhe Technology Co., Ltd

Tel: 010-010-82967028 13522913783
Fax: +86-10-82967029
Email: 2355560935@qq.com
Country: China
ProdList: 12000
Advantage: 60

Haoyuan Chemexpress Co., Ltd.

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

SynAsst Chemical.

Tel: 021-60343070
Fax: 021-35122006
Country: China
ProdList: 12740
Advantage: 55

SINO High Goal Chemical Technology Co., Ltd.

Tel: 021-57646680 18306277365
Fax: 2469917557
Email: sunkai@chembiobanksh.com
Country: China
ProdList: 2040
Advantage: 55

Tianjin Chempharmatech Co.,Ltd.

Tel: 022-66211079 13212288319
Fax: qq1405432731
Email: sales@chempharmatech.com
Country: China
ProdList: 915
Advantage: 55

Amatek Scientific Co. Ltd.

Tel: 0512-56316828 4008675858
Fax: +86-512-56316826
Email: sales@amateksci.com
Country: China
ProdList: 9874
Advantage: 55

Shanghai Aspire Biological Technology Co., Ltd.

Tel: 021-61317773
Fax: 021-61486878
Email: sales@aspirebio.com
Country: China
ProdList: 2880
Advantage: 58

More

Less

View Lastest Price from (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER manufacturers

Career Henan Chemical Co

Product: (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 364077-84-9
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 1000kg
Release date: 2020-01-13

364077-84-9, (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTERRelated Search:

N-Boc-3-pyrrolidinone (R)-1-tert-butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate Methyl 1-Methyl-2-oxopyrrolidine-3-carboxylate N-(TERT-BUTOXYCARBONYL)-D-PROLINAL 1-(TERT-BUTOXYCARBONYL)-4-OXOPYRROLIDINE-2-CARBOXYLIC ACID (3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid BOC-L-Prolinol N-Boc-5-aminolevulinic acid (R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER

BOC-D-PRO(4-OXO)

N-BOC-4-OXO-D-PROLINE

N-Boc-4-oxo-D-proline Methyl ester

1,2-Pyrrolidinedicarboxylic acid, 4-oxo-, 1-(1,1-diMethylethyl) ester, (2R)-

(R)-1-(tert-Butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid

(2R)-N-Boc-4-oxo-proline

(2R)-1-[(tert-butoxy)carbonyl]-4-oxopyrrolidine-2-carboxylic acid

(2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-oxopyrrolidine-2-carboxylic acid

(2R)-N-Boc-4-oxo-D-proline

(2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]-4-oxopyrrolidine-2-carboxylicaci

(R)-4-OXO-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER USP/EP/BP

Boc-4-Oxo-D-Proline

(R)-1-Boc-4-oxopyrrolidine-2-carboxylic acid

Boc-4-Keto-D-Proline

364077-84-9

pharmacetical