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ChemicalBook >> CAS DataBase List >>(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE

(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
Molecular Weight:
191.18
MDL Number:
MFCD03411306
MOL File:
14825-82-2.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:45

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

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)

SAFETY

Risk and Safety Statements

Safety Statements  22-24/25

(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B275685 (S)-4-Benzyloxazolidine-2,5-dione 14825-82-2 1g $55 2021-12-16 Buy
AK Scientific 7381AA (S)-4-Benzyloxazolidine-2,5-dione 14825-82-2 5g $61 2021-12-16 Buy
American Custom Chemicals Corporation CCH0001769 (S)-4-BENZYLOXAZOLIDINE-2,5-DIONE 95.00% 14825-82-2 1G $179.55 2021-12-16 Buy
Chemenu CM249603 L-Phe-NCA 95+% 14825-82-2 100g $421 2021-12-16 Buy
Crysdot CD20000059 L-Phe-NCA 97% 14825-82-2 100g $446 2021-12-16 Buy
Product number Packaging Price Buy
B275685 1g $55 Buy
7381AA 5g $61 Buy
CCH0001769 1G $179.55 Buy
CM249603 100g $421 Buy
CD20000059 100g $446 Buy

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

Triphosgene

32315-10-9

L-Phenylalanine

63-91-2

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

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

Global( 110)Suppliers
Supplier Tel Email Country ProdList Advantage
Sichuan HongRi Pharma-Tech Co.,Ltd 		+8617390183901 cynthia@enlaibio.com China 1100 58
ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD 		+86-13017695106 +86-13676922317 jiuyitime@fdachem.com China 8310 58
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3009 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 33024 60
Sichuan Jiaying Lai Technology Co.,LTD 		18716376478 ycling@enlaibio.com CHINA 302 58
Alchem Pharmtech,Inc. 		8485655694 sales@alchempharmtech.com United States 63687 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29804 58
Hubei Ipure Biology Co., Ltd 		+8613367258412 ada@ipurechemical.com China 10244 58
Finetech Industry Limited 		+86-27-8746-5837 +8619945049750 info@finetechnology-ind.com China 9629 58
Baoji Guokang Healthchem co.,ltd 		+8615604608665 15604608665 dominicguo@gk-bio.com CHINA 9414 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
L-Phe-NCA pictures 2025-08-19 L-Phe-NCA
14825-82-2
 US $0.00-0.00 / kg 1kg 98% 1T+ Sichuan HongRi Pharma-Tech Co.,Ltd
(s)-(-)-4-benzyloxazolidine-2,5-dione pictures 2025-06-19 (s)-(-)-4-benzyloxazolidine-2,5-dione
14825-82-2
 US $2.00-5.00 / kg 1kg 99% 100kg ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
(S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE pictures 2020-02-02 (S)-(-)-4-BENZYLOXAZOLIDINE-2,5-DIONE
14825-82-2
 US $3.00 / KG 1KG 98% 100KG Career Henan Chemical Co
  • L-Phe-NCA pictures
  • L-Phe-NCA
    14825-82-2
  • US $0.00-0.00 / kg
  • 98%
  • Sichuan HongRi Pharma-Tech Co.,Ltd

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

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