Bcacn

Base Information

• Chemical Name: Bcacn
• CAS No.: 93629-01-7
• Molecular Formula: C₃₀H₅₂N₈O₁₀S₄
• Molecular Weight: 813.054
• Mol file: 93629-01-7.mol

Synonyms:(Boc-Cys-Ala-Cys-NHCH3)2;(N-tert-butyloxycarbonyl-cysteinyl-alanyl-cysteinyl-methylamide)2;BCACN

Chemical Property of Bcacn

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1019.1°Cat760mmHg
• Flash Point: 570.2°C
• PSA: 352.46000
• Density: 1.278g/cm³
• LogP: 2.89920
• XLogP3: 1
• Hydrogen Bond Donor Count: 12
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 22
• Exact Mass: 812.26892458
• Heavy Atom Count: 52
• Complexity: 1210

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)NC(=O)C(CS)NC=CNC(CS)C(=O)NC(=O)C(C)NC(=O)C(CS)NC(=O)OC(C)(C)C)NC(=O)C(CS)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@@H](C(=O)NC(=O)[C@H](CS)N/C=C/N[C@@H](CS)C(=O)NC(=O)[C@H](C)NC(=O)[C@H](CS)NC(=O)OC(C)(C)C)NC(=O)[C@H](CS)NC(=O)OC(C)(C)C

Technology Process of Bcacn

There total 4 articles about Bcacn 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: 14.0%

Boc-Cys(S-Bzl)-L-Ala-Cys(S-Bzl)-NHMe (98688-06-3) → ((4R,7S,10R,15R,18S,21R)-21-tert-Butoxycarbonylamino-7,18-dimethyl-4,15-bis-methylcarbamoyl-6,9,17,20-tetraoxo-1,2,12,13-tetrathia-5,8,16,19-tetraaza-cyclodocos-10-yl)-carbamic acid tert-butyl ester (93629-01-7)

Guidance literature:

With sodium; potassium hexacyanoferrate(III); In water; pH 6.8-7.0;

DOI:10.1021/ja00312a036

Reference yield:

H-L-Ala-Cys(S-Bzl)-NHCH3 (98688-04-1) → ((4R,7S,10R,15R,18S,21R)-21-tert-Butoxycarbonylamino-7,18-dimethyl-4,15-bis-methylcarbamoyl-6,9,17,20-tetraoxo-1,2,12,13-tetrathia-5,8,16,19-tetraaza-cyclodocos-10-yl)-carbamic acid tert-butyl ester (93629-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: HOBT/DCC / dimethylformamide

2: 14 percent / Na, 0.02M K₃Fe(CN)6 / H₂O / pH 6.8-7.0

With sodium; benzotriazol-1-ol; dicyclohexyl-carbodiimide; potassium hexacyanoferrate(III); In water; N,N-dimethyl-formamide;

DOI:10.1021/ja00312a036

Reference yield:

Boc-L-Ala-Cys(S-Bzl)-NHCH3 (98688-02-9) → ((4R,7S,10R,15R,18S,21R)-21-tert-Butoxycarbonylamino-7,18-dimethyl-4,15-bis-methylcarbamoyl-6,9,17,20-tetraoxo-1,2,12,13-tetrathia-5,8,16,19-tetraaza-cyclodocos-10-yl)-carbamic acid tert-butyl ester (93629-01-7)

Guidance literature:

Multi-step reaction with 3 steps

1: HCl / tetrahydrofuran

2: HOBT/DCC / dimethylformamide

3: 14 percent / Na, 0.02M K₃Fe(CN)6 / H₂O / pH 6.8-7.0

With hydrogenchloride; sodium; benzotriazol-1-ol; dicyclohexyl-carbodiimide; potassium hexacyanoferrate(III); In tetrahydrofuran; water; N,N-dimethyl-formamide;

DOI:10.1021/ja00312a036

upstream raw materials:

Boc-Cys(S-Bzl)-L-Ala-Cys(S-Bzl)-NHMe

H-L-Ala-Cys(S-Bzl)-NHCH₃

Boc-L-Ala-Cys(S-Bzl)-NHCH₃

N-(t-butoxycarbonyl)-L-alanyl-S-benzyl-L-cysteine methyl ester

Refernces

• 1、 Kishore, R.,Kumar, A.,Balaram, P.. "Cystine Peptides. The Antiparallel β-Sheet Conformation of Two Synthetic Cyclic Bis(cystine peptides)". . p. 8019 - 8023. Retrieved 2007/10/02.