(S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE
- Product Name
- (S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE
- CAS No.
- 3190-70-3
- Chemical Name
- (S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE
- Synonyms
- Leu-NCA;L-Leu-NCA;L-Leucine NCA;L-Leucine N-Carboxanhydride;L-Leucine N-carboxyanhydride;N-Carboxy-L-leucine anhydride;(4S)-4-Isobutyloxazolidine-2,5-dione;(S)-4-ISOBUTYL-OXAZOLIDINE-2,5-DIONE;(S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE;(4S)-4-Isobutyl-1,3-oxazolidine-2,5-dione
- CBNumber
- CB5427213
- Molecular Formula
- C7H11NO3
- Formula Weight
- 157.17
- MOL File
- 3190-70-3.mol
(S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE Property
- Melting point:
- 76-77°C
- Density
- 1.124±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- pka
- 9.38±0.40(Predicted)
- Appearance
- White to off-white Solid
- optical activity
- Consistent with structure
Safety
- Safety Statements
- 22-24/25
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H332Harmful if inhaled
H335May cause respiratory irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
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.
N-Bromosuccinimide Price
- Product number
- C178575
- Product name
- N-CarboxyleucineAnhydride
- Packaging
- 5g
- Price
- $860
- Updated
- 2021/12/16
- Product number
- 3505AB
- Product name
- (S)-4-Isobutyloxazolidine-2,5-dione
- Packaging
- 10g
- Price
- $266
- Updated
- 2021/12/16
- Product number
- OR480785
- Product name
- (4S)-4-Isobutyloxazolidine-2,5-dione
- Purity
- 95%
- Packaging
- 5g
- Price
- $383
- Updated
- 2021/12/16
- Product number
- CS-0031376
- Product name
- L-LeucineNCA
- Purity
- ≥97.0%
- Packaging
- 1g
- Price
- $26
- Updated
- 2021/12/16
- Product number
- AS42079
- Product name
- (S)-4-Isobutyloxazolidine-2,5-dione
- Purity
- 95+% ee
- Packaging
- 1g
- Price
- $68
- Updated
- 2021/12/16
(S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE Chemical Properties,Usage,Production
Uses
N-Carboxyleucine Anhydride is a reagent in the synthesis of hybrid polypeptide micelles which are used to load indocyanine green dyes into lab rats for tumor imaging and photothermal effect studies.
Synthesis
75-44-5
61-90-5
3190-70-3
General procedure for the synthesis of (S)-4-isobutyloxazolidine-2,5-dione from phosgene and L-leucine: L-leucine amide (HO-Leu-NH2, 10.0 g, 76.2 mmol) was suspended in 150 mL of anhydrous tetrahydrofuran (THF), and heated to 50 °C. A 20% phosgene solution of toluene (76.0 mL, 152.4 mmol) was slowly added to the amino acid suspension. After about 1 hour, the amino acids were completely dissolved to form a clarified solution. The reaction solution was concentrated on a rotary evaporator, transferred to a beaker, and the product was precipitated by the addition of hexane. The white solid was separated by filtration and dissolved in toluene. The toluene solution was filtered through a bed of diatomaceous earth to remove insoluble impurities. Excess hexane was added to the filtrate to precipitate the product again. N-carboxy-L-leucine anhydride (Leu NCA) was obtained by filtration separation and dried under vacuum. 9.0 g (75% yield) of Leu NCA was finally obtained as a white crystalline solid. Its 1H NMR (d6-DMSO) data were as follows: δ 9.13 (1H), 4.44 (1H), 1.74 (1H), 1.55 (2H), 0.90 (6H) ppm.
References
[1] Advanced Synthesis and Catalysis, 2004, vol. 346, # 9-10, p. 1247 - 1249
[2] Patent: US2008/274173, 2008, A1. Location in patent: Page/Page column 94
[3] Journal of the Chemical Society, 1950, p. 3222,3225
[4] Patent: US2789973, 1950,
[5] Nippon Kagaku Zasshi, 1956, vol. 77, p. 44,46
(S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE Preparation Products And Raw materials
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View Lastest Price from (S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE manufacturers
- Product
- L-Leu-NCA 3190-70-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2024-01-18
- Product
- (S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE 3190-70-3
- Price
- US $1.00/Kg
- Min. Order
- 1Kg
- Purity
- 98%
- Supply Ability
- 20T
- Release date
- 2024-07-09
- Product
- (S)-(-)-4-ISOBUTYLOXAZOLIDINE-2,5-DIONE 3190-70-3
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99.0%
- Supply Ability
- 100 kg
- Release date
- 2020-01-10