Acetamide,N-[(7S)-5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl]-

Base Information

• Chemical Name: Acetamide,N-[(7S)-5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl]-
• CAS No.: 1990-46-1
• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.417
• Mol file: 1990-46-1.mol

Synonyms:Acetamide,N-(5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl)-,(S)-; Benzo[a]heptalene, acetamide deriv.; Isocolchiceine

Chemical Property of Acetamide,N-[(7S)-5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Acetamide,N-[(7S)-5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl]-

There total 24 articles about Acetamide,N-[(7S)-5,6,7,10-tetrahydro-9-hydroxy-1,2,3-trimethoxy-10-oxobenzo[a]heptalen-7-yl]- 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: 98.0%

colchicine (64-86-8,54192-66-4) → colchiceine (477-27-0,1990-46-1)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 100 ℃; for 3h;

DOI:10.1134/S1070428016080078

Reference yield:

10-(trifluoroacetyl)colchiceinamide (136570-06-4) → colchiceine (477-27-0,1990-46-1)

Guidance literature:

With sodium hydroxide; at 90 ℃; for 24h;

DOI:10.1021/jm00115a026

Reference yield:

N-[(7S)-1,2,3-trimethoxy-9-oxo-10-amino-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide (3123-89-5) → colchiceine (477-27-0,1990-46-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 mg / Na₂CO₃ / diethyl ether / 1 h / Ambient temperature

2: 12 mg / 1 N NaOH / 24 h / 90 °C

With sodium hydroxide; sodium carbonate; In diethyl ether;

DOI:10.1021/jm00115a026

upstream raw materials:

colchicine

10-(trifluoroacetyl)colchiceinamide

trimethylcolchicinic acid

acetic anhydride

Downstream raw materials:

colchicine

(7S)-isocolchicine

10-ethoxy-10-demethoxycolchicine

Ethyl isocolchicinate