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

(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
Chemenu
Product number
CM249603
Product name
L-Phe-NCA
Purity
95+%
Packaging
100g
Price
$421
Updated
2021/12/16
Crysdot
Product number
CD20000059
Product name
L-Phe-NCA
Purity
97%
Packaging
100g
Price
$446
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
Brunschwig chemie
Tel
--
Fax
--
Email
brunschwig@brunschwig.nl
Country
The Netherlands
ProdList
4996
Advantage
67
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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