Colchinol, N-acetyl-

Base Information

• Chemical Name: Colchinol, N-acetyl-
• CAS No.: 38838-26-5
• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.406
• NSC Number: 51045
• UNII: US8HXQ60IM
• DSSTox Substance ID: DTXSID00959625
• Nikkaji Number: J55.417K
• Wikidata: Q82940444
• Pharos Ligand ID: QHJN75PT5HF8
• ChEMBL ID: CHEMBL486504
• Mol file: 38838-26-5.mol

Synonyms:N-acetylcolchinol

Chemical Property of Colchinol, N-acetyl-

Chemical Property:

• Vapor Pressure: 3.75E-16mmHg at 25°C
• Boiling Point: 623.8°Cat760mmHg
• Flash Point: 331°C
• Density: 1.27g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 357.15762283
• Heavy Atom Count: 26
• Complexity: 487

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1CCC2=CC(=C(C(=C2C3=C1C=C(C=C3)O)OC)OC)OC
• Isomeric SMILES: CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=C1C=C(C=C3)O)OC)OC)OC

Technology Process of Colchinol, N-acetyl-

There total 1 articles about Colchinol, N-acetyl- 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:

(S)-(-)-N-[1-[3-(tert-butyldimethylsilyloxy)phenyl]-3-(3,4,5-trimethoxyphenyl)propyl]acetamide (875018-27-2) → N-[(1S,3S)-6-hydroxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]acetamide + N-[(1S,3R)-6-hydroxy-3-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1H-inden-1-yl]acetamide + N-acetylcolchinol (38838-26-5,121703-20-6)

Guidance literature:

With t-butyldimethylsiyl triflate; trifluoroacetic acid; bis-[(trifluoroacetoxy)iodo]benzene; trifluoroacetic anhydride; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1039/b603857c

Reference yield: 99.0%

5-Chloro-1-phenyltetrazole (14210-25-4) + N-acetylcolchinol (38838-26-5,121703-20-6) → (S)-5-acetamido-6,7-dihydro-9,10,11-trimethoxy-5H-dibenzocyclohepten-3-yl-1-phenyl-1H-5-tetrazolyl ether (145068-64-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; 80 deg C, 6 h, then room temp., 3 d;

DOI:10.1139/v92-160

Reference yield: 79.0%

N-acetylcolchinol (38838-26-5,121703-20-6) + phenyl chloroformate (1885-14-9) → N-[(5S)-3-phenoxycarbonyloxy-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-5-yl]acetamide

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

(S)-(-)-N-[1-[3-(tert-butyldimethylsilyloxy)phenyl]-3-(3,4,5-trimethoxyphenyl)propyl]acetamide

Downstream raw materials:

(S)-5-acetamido-6,7-dihydro-9,10,11-trimethoxy-5H-dibenzocyclohepten-3-yl-1-phenyl-1H-5-tetrazolyl ether

ZD6126

5-amino-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cyclohepten-3-ol

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