Cbz-Cys(1)-OEt.Cbz-Cys(1)-OEt

Base Information

• Chemical Name: Cbz-Cys(1)-OEt.Cbz-Cys(1)-OEt
• CAS No.: 23926-58-1
• Molecular Formula: C₂₆H₃₂N₂O₈S₂
• Molecular Weight: 564.681
• DSSTox Substance ID: DTXSID001167734
• Nikkaji Number: J123.199E
• Mol file: 23926-58-1.mol

Synonyms:23926-58-1;DTXSID001167734;L-Cystine, N,N'-bis[(phenylmethoxy)carbonyl]-, 1,1'-diethyl ester

Chemical Property of Cbz-Cys(1)-OEt.Cbz-Cys(1)-OEt

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 19
• Exact Mass: 564.16000833
• Heavy Atom Count: 38
• Complexity: 670

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(CSSCC(C(=O)OCC)NC(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2
• Isomeric SMILES: CCOC(=O)[C@H](CSSC[C@@H](C(=O)OCC)NC(=O)OCC1=CC=CC=C1)NC(=O)OCC2=CC=CC=C2

Technology Process of Cbz-Cys(1)-OEt.Cbz-Cys(1)-OEt

There total 9 articles about Cbz-Cys(1)-OEt.Cbz-Cys(1)-OEt 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: 88.0%

benzyl chloroformate (501-53-1,94274-21-2) + L-cystine diethyl ester dihydrochloride (22735-07-5,74985-80-1,113184-58-0) → N,N'-bis(benzyloxycarbonyl)-L-cystine diethyl ester (23926-58-1)

Guidance literature:

With sodium hydrogencarbonate; at 0 - 20 ℃; for 6h;

DOI:10.1021/jo00222a026

Reference yield:

ethanol (64-17-5) + N,N'-bis(benzyloxycarbonyl)-L-cystine (6968-11-2) → N,N'-bis(benzyloxycarbonyl)-L-cystine diethyl ester (23926-58-1)

Guidance literature:

With toluene-4-sulfonic acid;

Reference yield:

L-cystine (56-89-3) → N,N'-bis(benzyloxycarbonyl)-L-cystine diethyl ester (23926-58-1)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / dioxane; H₂O / 3 h / 0 °C / pH 9

2: 26.5 g / SOCl₂ / 0 - 20 °C

With sodium hydroxide; thionyl chloride; In 1,4-dioxane; water; 1: Acylation / 2: Esterification;

DOI:10.1021/jo9812680

upstream raw materials:

ethanol

N,N'-bis-benzyloxycarbonylcystine

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

benzyl chloroformate

Downstream raw materials:

2-Ethoxycarbonyl-2-benzyloxycarbonylamino-ethan-sulfochlorid

N,N'-Di-(benzyloxycarbonyl)-meso-lanthionin-diethylester

(R)-2-benzyloxycarbonylamino-3-chlorosulfopropanoic acid ethyl ester

N-(benzyloxycarbonyl)-L-cysteine ethyl ester