ChemicalBook > CAS DataBase List > benzyl (S)-2,5-dioxooxazolidine-4-acetate

benzyl (S)-2,5-dioxooxazolidine-4-acetate

Product Name
benzyl (S)-2,5-dioxooxazolidine-4-acetate
CAS No.
13590-42-6
Chemical Name
benzyl (S)-2,5-dioxooxazolidine-4-acetate
Synonyms
(S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate;Asp(Bzl)-NCA;Asp(Obzl)-NCA;H-ASP(OBZL)-NCA;L-Asp(Obzl)-NCA;Einecs 237-026-9;H-L-Asp(OBzl)-NCA;benzyl (S)-2,5-dioxooxazolidine-4-acetate;a-Benzyl-L-aspartic acid N-carboxyanhydride;β-Benzyl L-Aspartic Acid N-carboxyanhydride
CBNumber
CB5912917
Molecular Formula
C12H11NO5
Formula Weight
249.22
MOL File
13590-42-6.mol
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benzyl (S)-2,5-dioxooxazolidine-4-acetate Property

Melting point:
120-122 °C
Density 
1.332±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
Acetone (Slightly), Chloroform (Slightly, Heated), DMSO (Slightly)
form 
Solid
pka
8.54±0.40(Predicted)
color 
White to Off-White
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

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

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

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

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

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC
Product number
B230500
Product name
β-BenzylL-AsparticAcidN-carboxyanhydride
Packaging
10g
Price
$185
Updated
2021/12/16
Activate Scientific
Product number
AS93370
Product name
Benzyl (S)-2,5-Dioxooxazolidine-4-acetate
Purity
95+% ee
Packaging
25g
Price
$235
Updated
2021/12/16
AK Scientific
Product number
4827BB
Product name
4-Oxazolidineaceticacid,2,5-dioxo-,phenylmethylester,(S)-
Packaging
25g
Price
$243
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
43660
Product name
β-BenzylL-asparticacidN-carboxyanhydride
Packaging
5G
Price
$290
Updated
2021/12/16
Acrotein
Product number
NA-2139
Product name
L-Asp(OBzl)-NCA
Purity
97%
Packaging
5g
Price
$330
Updated
2021/12/16
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benzyl (S)-2,5-dioxooxazolidine-4-acetate Chemical Properties,Usage,Production

Uses

β-Benzyl L-Aspartic Acid N-carboxyanhydride is used in the synthesis of PEG-poly(aspartate) block copolymer micelles in cancer cells.

Synthesis

32315-10-9

2177-63-1

13590-42-6

Under argon protection, 4.5 g of L-aspartic acid-4-benzyl ester was added to a 500 mL three-necked flask with 300 mL of freshly distilled anhydrous ethyl acetate, heated to 90 °C and refluxed for 30 min. Subsequently, 2.7 g of triphosgene was dissolved in 60 mL of freshly distilled ethyl acetate and slowly added dropwise to the reaction system through a constant pressure dropping funnel. Refluxing was maintained at 90 °C until the reaction solution became clear and transparent. Upon completion of the reaction, the reaction solution was rapidly cooled in an ice-salt bath for 30 min. The cooled reaction solution was washed sequentially with cold saturated sodium bicarbonate solution three times and cold saturated sodium chloride solution twice. The organic phase was separated and dried with anhydrous sodium sulfate for 30 minutes. The desiccant was removed by filtration and the filtrate was concentrated under reduced pressure and precipitated by the addition of freshly distilled anhydrous petroleum ether. The white solid product was collected by filtration and purified by recrystallization from ethyl acetate. White needle-like crystals were finally obtained in 83% yield.

References

[1] Journal of Drug Delivery Science and Technology, 2018, vol. 45, p. 281 - 286
[2] Patent: CN107129501, 2017, A. Location in patent: Paragraph 0012; 0013; 0014
[3] Journal of Materials Chemistry, 2012, vol. 22, # 41, p. 22290 - 22300,11
[4] Journal of Materials Chemistry, 2012, vol. 22, # 41, p. 22290 - 22300
[5] Pharmaceutical Research, 2010, vol. 27, # 11, p. 2330 - 2342

benzyl (S)-2,5-dioxooxazolidine-4-acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from benzyl (S)-2,5-dioxooxazolidine-4-acetate manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
benzyl (S)-2,5-dioxooxazolidine-4-acetate 13590-42-6
Price
US $2.00-5.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2025-06-18
Sichuan HongRi Pharma-Tech Co.,Ltd
Product
H-L-Asp(OBzl)-NCA 13590-42-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1T+
Release date
2024-01-18
Career Henan Chemical Co
Product
benzyl (S)-2,5-dioxooxazolidine-4-acetate 13590-42-6
Price
US $1.00/KG
Min. Order
1KG
Purity
98% HPLC
Supply Ability
10 tons
Release date
2020-02-01

13590-42-6, benzyl (S)-2,5-dioxooxazolidine-4-acetateRelated Search:


  • (S)-Benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate
  • benzyl (S)-2,5-dioxooxazolidine-4-acetate
  • H-ASP(OBZL)-NCA
  • (4S)-2,5-Dioxooxazolidine-4-acetic acid benzyl ester
  • (4S)-4-(Benzyloxycarbonylmethyl)oxazolidine-2,5-dione
  • (4S)-4-[2-(Benzyloxy)-2-oxoethyl]oxazolidine-2,5-dione
  • (S)-2,5-Dioxo-4-oxazolidineacetic acid phenylmethyl ester
  • 2-[(4S)-2,5-Dioxooxazolidine-4-yl]acetic acid benzyl ester
  • 3-(Benzyloxycarbonyl)-N-carboxy-L-alanine anhydride
  • Einecs 237-026-9
  • a-Benzyl-L-aspartic acid N-carboxyanhydride
  • 4-Oxazolidineaceticacid,2,5-dioxo-,phenylMethylester,(S)-
  • L-Asp(Obzl)-NCA
  • β-Benzyl L-Aspartic Acid N-carboxyanhydride
  • Asp(Obzl)-NCA
  • 4-Oxazolidineaceticacid, 2,5-dioxo-, phenylmethyl ester, (4S)-
  • L-Aspartic acid β-benzyl ester N-carboxylic acid anhydride
  • L-Aspartic Acid 4-Benzyl Ester N-Carboxyanhydride
  • Benzyl (S)-2-(2,5-dioxooxazolidin-4-yl)acetate
  • -β-Benzyl L-Aspartic Acid N-carboxyanhydride
  • H-L-Asp(OBzl)-NCA
  • Asp(Bzl)-NCA
  • β-Benzyl L-Aspartic Acid N-carboxyanhydride
  • benzyl 2-[(4S)-2,5-dioxo-1,3-oxazolidin-4-yl]acetate
  • 13590-42-6