Z-CYS-OME

Base Information

• Chemical Name: Z-CYS-OME
• CAS No.: 3693-95-6
• Molecular Formula: C24H28 N2 O8 S2
• Molecular Weight: 536.627
• Mol file: 3693-95-6.mol

Synonyms:Cystine,N,N'-dicarboxy-, N,N'-dibenzyl dimethyl ester, L- (6CI,7CI,8CI); L-Cystine,N,N'-bis[(phenylmethoxy)carbonyl]-, dimethyl ester (9CI)

Chemical Property of Z-CYS-OME

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.547
• Boiling Point: 429.5°Cat760mmHg
• Flash Point: 213.5°C
• PSA: 103.43000
• Density: 1.232g/cm³
• LogP: 1.77510

Purity/Quality:

98% ^*data from raw suppliers

N-BENZYLOXYCARBONYL-L-CYSTINE METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-CYS-OME

There total 21 articles about Z-CYS-OME which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

N-benzyloxycarbonyl-S-(dimethylphosphinothioyl)cysteine methyl ester → N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester (3693-95-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrachloromethane; for 4h; Ambient temperature;

DOI:10.1246/bcsj.72.829

Reference yield: 99.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + N,N'-bis(benzyloxycarbonyl)-L-cystine (6968-11-2) → N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester (3693-95-6)

Guidance literature:

In ethyl acetate; at 0 ℃; for 0.25h;

DOI:10.1139/v81-062

Reference yield: 92.0%

L-cystine dimethyl ester dihydrochloride (32854-09-4) + benzyl chloroformate (501-53-1,94274-21-2) → N,N'-bis[(phenylmethoxy)carbonyl]-L-cystine 1,1'-dimethyl ester (3693-95-6)

Guidance literature:

With potassium hydrogencarbonate; In chloroform; for 0.5h;

DOI:10.1021/jo00376a052

upstream raw materials:

diazomethane

N,N'-bis(benzyloxycarbonyl)-L-cystine

methanol

L-cystine dimethyl ester dihydrochloride

Downstream raw materials:

C₂₀H₂₁NO₆S₂

{(R)-2-Benzyloxycarbonylamino-3-[(R)-2-benzyloxycarbonylamino-2-(tert-butoxycarbonylmethyl-carbamoyl)-ethyldisulfanyl]-propionylamino}-acetic acid tert-butyl ester

diphenyl sulfide

N-benzyloxycarbonyl-S-phenyl-L-cysteine methyl ester

Refernces

• 1、 Wang, Lihong,Clive, Derrick L.J.. "Reagent for divalent sulfur protection: Preparation of 4- methylbenzenesulfonothioic acid, S-[[[(1,1-dimethylethyl) - Dimethylsilyl]oxy] methyl] ester". . p. 10 - 24. Retrieved 2014/04/03.
• 2、 Bhat, Ramakrishna G.,Porhiel, Emmanuel,Saravanan, Vadivelu,Chandrasekaran, Srinivasan. "Utility of tetrathiomolybdate and tetraselenotungstate: Efficient synthesis of cystine, selenocystine, and their higher homologues". . p. 5251 - 5253. Retrieved 2007/10/03.