(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE

Product Name: (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE
CAS No.: 14825-82-2
Chemical Name: (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE
Synonyms: Phe-NCA;L-Phe-NCA;(S)-4-BENZYLOXAZOLIDINE-2,5-DIONE;Phenylalanine N-carboxy anhydride;L-Phenylalanine N-carboxyanhydride;N-Carboxy-L-phenylalanine anhydride;(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE;(4S)-4-benzyl-1,3-oxazolidine-2,5-dione;2,5-Oxazolidinedione,4-(phenylMethyl)-, (4S)-;L-PHENYLALANINE-NCA, L-PHENYLALANINE-N-CARBOXY ANHYDRIDE
CBNumber: CB8149444
Molecular Formula: C10H9NO3
Formula Weight: 191.18
MOL File: 14825-82-2.mol

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(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE Property

Melting point:: 90°C
Density: 1,353 g/cm³
storage temp.: Inert atmosphere,Store in freezer, under -20°C
pka: 9.32±0.40(Predicted)
Appearance: White to off-white Solid
optical activity: Consistent with structure
InChI: InChI=1S/C10H9NO3/c12-9-8(11-10(13)14-9)6-7-4-2-1-3-5-7/h1-5,8H,6H2,(H,11,13)/t8-/m0/s1
InChIKey: GQBIVYSGPXCELZ-QMMMGPOBSA-N
SMILES: O1C(=O)[C@H](CC2=CC=CC=C2)NC1=O
CAS DataBase Reference: 14825-82-2(CAS DataBase Reference)

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Safety

Safety Statements: 22-24/25

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B275685
Product name: (S)-4-Benzyloxazolidine-2,5-dione
Packaging: 1g
Price: $55
Updated: 2021/12/16

AK Scientific

Product number: 7381AA
Product name: (S)-4-Benzyloxazolidine-2,5-dione
Packaging: 5g
Price: $61
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CCH0001769
Product name: (S)-4-BENZYLOXAZOLIDINE-2,5-DIONE
Purity: 95.00%
Packaging: 1G
Price: $179.55
Updated: 2021/12/16

Ambeed

Product number: A105124
Product name: L-Phe-NCA
Purity: 97%
Packaging: 250mg
Price: $6
Updated: 2021/12/16

Ambeed

Product number: A105124
Product name: L-Phe-NCA
Purity: 97%
Packaging: 1g
Price: $14
Updated: 2021/12/16

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(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE Chemical Properties,Usage,Production

Uses

(S)-4-Benzyloxazolidine-2,5-dione, can be used in the synthesis of amphiphilic anionic copolymer, methoxy poly(ethylene glycol)-b-poly(l-glutamic acid-co-l-phenylalanine) (mPEG-b-P(Glu-co-Phe)), used as an efficient drug delivery system for an anticancer drug doxorubicin hydrochloride (DOX·HCl).

Synthesis

32315-10-9

63-91-2

14825-82-2

2.3 Preparation of 1-phenylalanine N-carboxylic anhydride (NCA) (Scheme 2) A 1L round bottom flask was dried in an oven (oven temperature = 120°C) before use. The glassware was cooled to room temperature under inert nitrogen atmosphere. L-phenylalanine (50.0 g, 303 mmol) was added to the flask, followed by anhydrous THF (600 mL, 0.5 M) to form a suspension of white solids. The mixture was heated to 50 °C and then triphosgene (35.9 g, 121 mmol, 0.4 eq.) was added in batches. The suspension was stirred continuously until the reaction mixture became clear (about 30 minutes). The reaction mixture was cooled to room temperature and subsequently concentrated to an oil in a rotary evaporator. The oily substance was slowly poured into 3 L of hexane under rapid stirring to produce a white precipitate. The flask was covered with aluminum foil and the resulting suspension was allowed to stand in a refrigerator for 3 hours. The white precipitate was collected by vacuum filtration while maintaining an inert nitrogen atmosphere. The white solid was washed with hexane (3 x 20 mL) to remove residual THF and triphosgene. The product was dried overnight under vacuum to give a white solid (54.0 g, 94% yield). The product was confirmed by GC/MS.1H NMR (500 MHz, CDCl3): δ 7.37-7.30 (3H, m); 7.18 (2H, d, J=7.21 Hz); 6.23 (1H, s); 4.53 (1H, dd, J=8.18,4.21 Hz); 3.27 (1H, dd, J=14.14, 4.20 Hz); 3.00 (1H, dd, J=14.13,8.17 Hz).

References

[1] International Journal of Pharmaceutics, 2014, vol. 466, # 1-2, p. 58 - 67
[2] RSC Advances, 2016, vol. 6, # 8, p. 6368 - 6377
[3] Chemical Communications, 2008, # 48, p. 6570 - 6572
[4] Chemical Communications, 2015, vol. 51, # 86, p. 15645 - 15648
[5] Bioconjugate Chemistry, 2015, vol. 26, # 4, p. 725 - 734

(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE Suppliers

China 88 Germany 2 India 1 The Netherlands 1 United Kingdom 7 United States 12 Global 111

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View Lastest Price from (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: (s)-(-)-4-benzyloxazolidine-2,5-dione 14825-82-2
Price: US $2.00-5.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-06-19

Sichuan HongRi Pharma-Tech Co.,Ltd

Product: L-Phe-NCA 14825-82-2
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1T+
Release date: 2024-02-04

Career Henan Chemical Co

Product: (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE 14825-82-2
Price: US $3.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 100KG
Release date: 2020-02-01

14825-82-2, (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONERelated Search:

3-benzyloxazolidine-2,4-dione 4-benzyloxazolidine-2,5-dione BOC-PHE-N-CARBOXYANHYDRIDE Z-L-Phenylalanine N-carboxyanhydride (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE 4-FLUOROPHENYL-L-ALANINE-N-CARBOXY ANHYDRIDE (S)-4-Benzyl-2-oxazolidinone

L-PHENYLALANINE-NCA, L-PHENYLALANINE-N-CARBOXY ANHYDRIDE

(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE

(S)-4-BENZYLOXAZOLIDINE-2,5-DIONE

L-Phenylalanine N-carboxyanhydride

2,5-Oxazolidinedione,4-(phenylMethyl)-, (4S)-

N-Carboxy-L-phenylalanine anhydride

L-Phe-NCA

(4S)-4-benzyl-1,3-oxazolidine-2,5-dione

Phenylalanine N-carboxy anhydride

Phe-NCA

14825-82-2