ChemicalBook--->CAS DataBase List--->28862-79-5

28862-79-5

28862-79-5 Structure

28862-79-5 Structure
IdentificationMore
[Name]

N-Cbz-D-Leucine
[CAS]

28862-79-5
[Synonyms]

BENZYLOXYCARBONYL-D-LEUCINE
CBZ-D-LEUCINE
CBZ-D-LEU-OH
N-ALPHA-BENZYLOXYCARBONYL-D-LEUCINE
N-ALPHA-CARBOBENZOXY-D-LEUCINE
N-ALPHA-CBZ-D-LEUCINE
N-BENZYLOXYCARBONYL-D-LEUCINE
N-CARBOBENZOXY-D-LEUCINE
N-CBZ-D-LEUCINE
Z-D-LEUCINE
Z-D-LEU-OH
N-Benzyloxycarbonyl-D-leucine~Z-D-Leu-OH
Z-D-Leu-OH(oil)
Z-D-Leucin
N-Benzyloxycarbonyl-D-leucine,98+%
N-CBZ-D-LEU
Z-D-LEU
Z-D-Leu-OH [28862-79-5]
Z-D-LEUCINE LIQUID
CBZ-D-LEUCIN
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C14H19NO4
[MDL Number]

MFCD00066068
[Molecular Weight]

265.3
[MOL File]

28862-79-5.mol
Questions And AnswerBack Directory
[Synthesis]

Synthesis of 28862-79-5

At 5°C, 25 mmol of D-leucine was dissolved in 10 ml of a 10% sodium hydroxide (NaOH) aqueous solution to obtain a solution. While stirring, 35 mmol (4.5 ml) of benzyl chloroformate (Cb2Cl) was added dropwise to the solution at a rate of 1 drop/4 seconds to carry out the reaction. A 10% sodium hydroxide (NaOH) aqueous solution was added dropwise to maintain the pH at 8. After the addition was complete, the solution was placed at 10°C and stirred for 15 hours. The reaction was then tested with ninhydrin as a colorimetric reagent; no purple color was observed. The solution was then washed three times with 16 ml of diethyl ether each time, and the ether was discarded, yielding an aqueous phase. The aqueous phase was adjusted to pH 3 with 30% concentrated hydrochloric acid, resulting in a milky white solid.

The liquid after the appearance of a milky white solid was extracted three times with ethyl acetate (16 ml/extract). The extracts were combined, and the combined liquids were washed twice with distilled water (16 ml/extract) and once with saturated brine (16 ml/extract). The mixture was then dried over anhydrous magnesium sulfate for 10 hours, filtered, and the filtrate was concentrated under reduced pressure to obtain a pale yellow oil. This oil was purified by column chromatography using a mixture of ethyl acetate and petroleum ether (1:3 v/v) as the mobile phase to give 4.0 g of N-Cbz-D-Leucine, in 61.5% yield, as an anhydrous, transparent oil.
Chemical PropertiesBack Directory
[Boiling point ]

442.8±38.0 °C(Predicted)
[density ]

1.158±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

clear liquid
[pka]

4.00±0.21(Predicted)
[color ]

Colorless to Almost colorless
[BRN ]

2057659
[CAS DataBase Reference]

28862-79-5(CAS DataBase Reference)
Safety DataBack Directory
[Safety Statements ]

S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

29242990
Hazard InformationBack Directory
[Uses]

N-(Benzyloxycarbonyl)-D-leucine has been used as a reactant for the synthesis of MG-132, a tripeptide aldehyde proteasome inhibitor.
Spectrum DetailBack Directory
[Spectrum Detail]

N-Cbz-D-Leucine(28862-79-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

N-Benzyloxycarbonyl-D-leucine, 98+%(28862-79-5)
[Sigma Aldrich]

28862-79-5(sigmaaldrich)
28862-79-5 suppliers list
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: Alfa Aesar  
Telephone: 400-6106006
Website: http://chemicals.thermofisher.cn
Company Name: TCI (Shanghai) Development Co., Ltd.  
Telephone: 021-67121386
Website: https://www.tcichemicals.com/CN/zh/
Company Name: Energy Chemical  
Telephone: 400-0056266
Website: www.energy-chemical.com
Company Name: GL Biochem (Shanghai) Ltd  
Telephone: 21-61263452 13641803416
Website: http://www.glschina.com/
Company Name: Capot Chemical Co., Ltd  
Telephone: +86 (0) 571 85 58 67 18
Website: www.capotchem.com
Company Name: Jia Xing Isenchem Co.,Ltd  
Telephone: 0573-85285100 18627885956
Website: https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm
Company Name: Shanghai Hanhong Scientific Co.,Ltd.  
Telephone: 021-54306202 13764082696
Website: https://www.hanhongsci.com
Company Name: Chemsky (shanghai) International Co.,Ltd  
Telephone: 021-50135380
Website: www.shchemsky.com
Company Name: Shandong Xiya Chemical Co., Ltd  
Telephone: 13355009207 13355009207
Website: http://www.xiyashiji.com
Company Name: Syntechem Co.,Ltd  
Telephone:
Website: www.syntechem.com
Company Name: Sichuan Kulinan Technology Co., Ltd  
Telephone: 400-1166-196 18981987031
Website: http://www.hx-r.com/
Company Name: Chengdu Ai Keda Chemical Technology Co., Ltd.  
Telephone: 4008-755-333 18080918076
Website: http://www.aikeshiji.com
Company Name: Beijing HuaMeiHuLiBiological Chemical   
Telephone: 010-56205725
Website: www.huabeibiochem.com
Company Name: Shanghai Aladdin Bio-Chem Technology Co.,LTD  
Telephone: 400-6206333 13167063860
Website: www.aladdin-e.com/
Company Name: TargetMol Chemicals Inc.  
Telephone: 021-021-33632979 15002134094
Website: https://www.targetmol.cn/
Company Name: Shanghai BeiZhuo Biotech Co., Ltd.  
Telephone: 021-61119791,13386096464
Website: www.chemicalbook.com/ShowSupplierProductsList16081/0_EN.htm
Company Name: Amatek Scientific Co. Ltd.  
Telephone: 0512-56316828 4008675858
Website: http://www.amateksci.com
Tags:28862-79-5 Related Product Information
20859-02-3 2279-15-4 26607-51-2 6081-61-4 13504-85-3 2448-45-5 65706-99-2 1676-75-1 61-90-5 1138-80-3 328-38-1 2018-66-8 3588-60-1 3397-35-1 1738-87-0 28862-79-5