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
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
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.
N-Bromosuccinimide Price
- Product number
- B230500
- Product name
- β-BenzylL-AsparticAcidN-carboxyanhydride
- Packaging
- 10g
- Price
- $185
- Updated
- 2021/12/16
- Product number
- AS93370
- Product name
- Benzyl (S)-2,5-Dioxooxazolidine-4-acetate
- Purity
- 95+% ee
- Packaging
- 25g
- Price
- $235
- Updated
- 2021/12/16
- Product number
- 4827BB
- Product name
- 4-Oxazolidineaceticacid,2,5-dioxo-,phenylmethylester,(S)-
- Packaging
- 25g
- Price
- $243
- Updated
- 2021/12/16
- Product number
- 43660
- Product name
- β-BenzylL-asparticacidN-carboxyanhydride
- Packaging
- 5G
- Price
- $290
- Updated
- 2021/12/16
- Product number
- CD11279468
- Product name
- (S)-Benzyl2-(2,5-dioxooxazolidin-4-yl)acetate
- Purity
- 97%
- Packaging
- 5g
- Price
- $48
- Updated
- 2021/12/16
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
- 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
- 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
- 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