(S)-(+)-Glycidyl Phthalimide

Product Name: (S)-(+)-Glycidyl Phthalimide
CAS No.: 161596-47-0
Chemical Name: (S)-(+)-Glycidyl Phthalimide
Synonyms: PHTHAL;(S)-2-OXIRANYLMETHYL-ISOINDOLE-1,3-DIONE;S-Glycidyl Phthalamide;(S)-N-Glycidylphthalimide;2-[[(2S)-oxiran-2-yl]methyl]isoindoline-1,3-dione;2-[(2S)-ox;(S)-(+)-GL;2-Amino-8-picoline;Rivaroxaban Impurity R;Linezolid EPP Impurity
CBNumber: CB7273483
Molecular Formula: C11H9NO3
Formula Weight: 203.19
MOL File: 161596-47-0.mol

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(S)-(+)-Glycidyl Phthalimide Property

Melting point:: 102 °C
Boiling point:: 347.4±15.0 °C(Predicted)
Density: 1.446±0.06 g/cm3(Predicted)
vapor pressure: 0.001-2.17Pa at 25-90.25℃
refractive index: 10 ° (C=2.2, CHCl3)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
pka: -2.24±0.20(Predicted)
form: Solid
color: White
optical activity: Consistent with structure
InChI: InChI=1S/C11H9NO3/c13-10-8-3-1-2-4-9(8)11(14)12(10)5-7-6-15-7/h1-4,7H,5-6H2/t7-/m0/s1
InChIKey: DUILGEYLVHGSEE-ZETCQYMHSA-N
SMILES: C1(=O)C2=C(C=CC=C2)C(=O)N1C[C@H]1CO1
LogP: 1.2 at 40℃

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Safety

Hazard Codes: Xi
Risk Statements: 41
Safety Statements: 26-39
WGK Germany: 2
HS Code: 29252900
Storage Class: 13 - Non Combustible Solids
Hazard Classifications: Eye Dam. 1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H318Causes serious eye damage

H341Suspected of causing genetic defects

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

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.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 671606
Product name: (S)-(+)-N-(2,3-Epoxypropyl)phthalimide
Purity: ≥99.0% (GC)
Packaging: 1g
Price: $31.4
Updated: 2023/06/20

TCI Chemical

Product number: G0328
Product name: (S)-N-Glycidylphthalimide
Purity: >98.0%(GC)
Packaging: 5g
Price: $44
Updated: 2025/07/31

TCI Chemical

Product number: G0328
Product name: (S)-N-Glycidylphthalimide
Purity: >98.0%(GC)
Packaging: 25g
Price: $126
Updated: 2025/07/31

TRC

Product number: G615960
Product name: N-(S)-Glycidylphthalimide
Packaging: 25g
Price: $215
Updated: 2021/12/16

AK Scientific

Product number: J98384
Product name: (S)-(+)-N-(2,3-Epoxypropyl)phthalimide
Packaging: 1g
Price: $10
Updated: 2021/12/16

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(S)-(+)-Glycidyl Phthalimide Chemical Properties,Usage,Production

Chemical Properties

White powder

Uses

(S)-(+)-Glycidyl Phthalimide is a phthalimide derivative used as an intermediate in the preparation of the antibiotic Linezolid (L466500). It is also a key intermediate of rivaroxaban.

Application

(S)-(+)-glycidyl phthalimide is primarily used as a key chiral intermediate in the synthesis of rivaroxaban, a structural unit for linezolid and antifungal thiazolidinones/oxazolidinones, a reference standard for rivaroxaban impurity 92 in quality control, and a chiral source for the synthesis of complex organic molecules with chiral hydroxyl/amino groups.

Synthesis

Phthalimide and (S)-1-substituent propylene oxide are used as raw materials, a reaction occurs under the action of a catalyst to generate 2-((S)-3-substituent-2-hydroxypropyl isodihydroindole-1,3-dione, and finally (S)-glycidyl phthalimide is generated by means of a ring-closure reaction.

References

[1] Patent: WO2004/112787, 2004, A1. Location in patent: Page 17-18
[2] Patent: WO2004/113301, 2004, A1. Location in patent: Page 18
[3] Tetrahedron Asymmetry, 1996, vol. 7, # 6, p. 1641 - 1648
[4] Heterocycles, 2006, vol. 67, # 2, p. 561 - 566
[5] Chemical communications (Cambridge, England), 2003, # 4, p. 468 - 469

(S)-(+)-Glycidyl Phthalimide Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(+)-Glycidyl Phthalimide Suppliers

Americas 1 Canada 1 China 537 Europe 1 Germany 3 India 88 Japan 5 Switzerland 2 United Kingdom 2 United States 30 Global 670

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View Lastest Price from (S)-(+)-Glycidyl Phthalimide manufacturers

Handan City Zechi trading Co., LTD

Product: (S)-(+)-Glycidyl Phthalimide 161596-47-0
Price: US $1.00/g
Min. Order: 100g
Purity: 99
Supply Ability: 1000
Release date: 2025-08-11

WUHAN FORTUNA CHEMICAL CO., LTD

Product: (S)-(+)-N-(2,3-Epoxypropyl)phthalimide 161596-47-0
Price: US $0.00/g
Min. Order: 1g
Purity: 98.0%
Supply Ability: 10kg/month
Release date: 2021-12-17

HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD

Product: (S)-(+)-Glycidyl Phthalimide 161596-47-0
Price: US $100.00-75.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 5000Ton
Release date: 2024-08-13

161596-47-0, (S)-(+)-Glycidyl PhthalimideRelated Search:

N-(Chloromethyl)phthalimide 4-(4-AMINOPHENYL)MORPHOLIN-3-ONE Rivaroxaban Impurity 43 Rivaroxaban Impurity 34 1,2-Cyclohexanedione 4-(4-NITROPHENYL)MORPHOLIN-3-ONE 4-[4-(N-(3-chloro-(2R)-2-hydroxy-1-propyl)aMino)phenyl]Morpholin-3-one (S)-4-(4-(5-(Aminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one.HCl 5-CHLOROTHIOPHENE-2-CARBONYL CHLORIDE Ethyl (R)-(-)-4-cyano-3-hydroxybutyate 3-MORPHOLINONE, 4-[4-[(5S)-5-(AMINOMETHYL)-2-OXO-3-OXAZOLIDINYL]PHENYL]- 5-Chloro-2-thiophenecarboxylic Acid m-(Trifluoromethyl)phenylacetic acid 2-[(2R)-2-Hydroxy-3-[[4-(3-oxo-4-Morpho linyl)phenyl]aMino]propyl]-1H-isoindole-1 ,3(2H)-dione Rivaroxaban iMpurity 5 AcetaMide, N-[[(5S)-2-oxo-3-[4-(3-oxo-4-Morpholinyl)phenyl]-5-oxazolidinyl]Methyl]- Rivaroxaban Impurity 38 (S)-(+)-Epichlorohydrin

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

(S)-(+)-GLYCIDYL PHTHALIMIDE

(S)-GLYCIDYL PHTHALIMIDE

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

Rivaroxaban Impurity 39

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

(S)-(+)-N-(2,3-Epoxypropyl)phthalimide

(S)-N-Glycidylphthalimide

2-[(2S)-oxiran-2-ylmethyl]-1H-isoindole-1,3(2H)-dione

Rivaroxaban Intermediate 2

2-[(2S)-ox

2-[(2S)-2-oxiranyl Methyl]-1H-isoindole-1,3(2H)-dione

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

(S)-2-OXIRANYLMETHYL-ISOINDOLE-1,3-DIONE (S)-(+)-GLYCIDYL PHTHALIMIDE (S)-GLYCIDYL PHTHALIMIDE 2-((2S)-OXIRANYLMETHYL)-1H-ISOINDOLE-1,3(2H)-DIONE

2-[(2S)-ox 2-[(2S)-2-oxiranyl Methyl]-1H-isoindole-1,3(2H)-dione

(S)-4-(oxiran-2-ylMethyl)isoindoline-1,3-dione

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

N-(S)-Glycidylphthalimide

(S)-(+)-N-(2,3-Epoxypropyl)pthalaMide

(S)-N-GlycidylphthaliMide, ee: 97.5%

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

(S)-N-GlycidylphthaliMide, ee: 98%

(S)-(+)-GLYCIDYL PHTHALIdime

(S)-N-Glycidylphthalimide, 98.5%, ee: 97.5%

(S)-N-Glycidylphthalimide, 98.5%, ee: 98%

PHTHAL

Rivaroxaban Impurity R

Linezolid EPP Impurity

2-{[(2S)-oxiran-2-yl]methyl}-2,3-dihydro-1H-isoindole-1,3-dione

(S)-(+)-GLYCIDYL PHTHALIMIDEONE

(S)-N-Glycidylphthalimide&gt

(S)-(+)-GL

S-Glycidyl Phthalamide

(S)-(+)-GLYCIDYL PHTHALIMIDE ISO 9001：2015 REACH

Rivaroxaban intermediates，(S)-(+)-Glycidyl Phthalimide

(S)- (+) - (2,3-Epoxypropyl) phthalimide

2-Amino-8-picoline

2-[[(2S)-oxiran-2-yl]methyl]isoindoline-1,3-dione

(S)-N-Glycidylphthalimide, ≥99%

(s)-2-oxiranylmethyl-isoindole-1,3-dione/(S)-(+)-Glycidyl Phthalimide

(2S)-2-Oxiranylmethyl-isoindole-1,3-dione

(S)-2-Oxiranylmethyl-isoindole-1,3-dione (or) (S) (+)- Glycidyl Phthalimide

S)-2-(Oxiran-2-ylmethyl)isoindoline-1,3-ion

2-[(2s)-oxirane-2yl methyl]-1H-isoindole-1,3(2H)-dione

( S ) -2- ( Oxiran - 2 - ylmethyl ) -1H - isoindole - 1,3 ( 2H ) dione

(S)-Glycidyl Phthalimide or (S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione

2-(((S)-Oxiran-2yl)Methyl)Isoindoline-1,3-Dione

(S)-2-(oxiran-2-ylmethyl isoindoline-1,3-dione (or) (S)-N-Glycidylphthalimide

(S)-N-Glycidylphthalimide, ≥ 98.0%

(S)-(+)-N-(2,3-Epoxypropyl)phthalimide or (S)-N-Glycidylphthalimide

(S)-N-Glycidylphthalimide, 10 mM in DMSO

(<i>S</i>)-(+)-<i>N</i>-(2,3-Epoxypropyl)phthalimide

(S)-(+)-N-(2,3-Epooypropyl)pththalimide

S(+) -Glycidyl phthamide

161596-47-0

161592-47-0

61596-47-0

Intermediate of Rivaroxaban