isocolchicine

Base Information

• Chemical Name: isocolchicine
• CAS No.: 30771-10-9
• Molecular Formula: C₂₂H₂₅NO₆
• Molecular Weight: 399.444
• Mol file: 30771-10-9.mol

Synonyms:Isocolchicinicacid, tetra-O-methyl- (5CI); Benzo[a]heptalene, acetamide deriv.

Chemical Property of isocolchicine

Chemical Property:

• Vapor Pressure: 6.21E-21mmHg at 25°C
• Boiling Point: 726°Cat760mmHg
• Flash Point: 392.9°C
• PSA: 86.58000
• Density: 1.25g/cm³
• LogP: 3.71190

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: This minor alkaloid occurs in the corms and seeds of Colchicum autumnale, Gloriosa virescens and Littoria modesta. It is laevorotatory having a specific rotation of [α]D - 307° (CHCI3). It may be separated from the numerous accompanying bases by column and thin layer chromatography.

Technology Process of isocolchicine

There total 4 articles about isocolchicine 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + (+/-)-colchiceine (102491-69-0,502181-56-8) → (+/-)-isocolchicine (30771-10-9) + N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl) acetamide (209810-38-8,54192-66-4)

Guidance literature:

With dichloromethane;

DOI:10.1002/hlca.19570400123

Reference yield:

7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one (73307-44-5,68296-64-0) → (+/-)-isocolchicine (30771-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: CH₂Cl₂

With pyridine; dichloromethane;

DOI:10.1002/hlca.19570400123

Reference yield:

(S)-7-((Ξ)-benzylidenamino)-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one (7469-68-3) → (+/-)-isocolchicine (30771-10-9)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol. KOH

2: pyridine

3: CH₂Cl₂

With pyridine; potassium hydroxide; dichloromethane;

DOI:10.1002/hlca.19570400123

upstream raw materials:

diazomethane

(+/-)-colchiceine

7-amino-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one

(S)-7-((Ξ)-benzylidenamino)-10-hydroxy-1,2,3-trimethoxy-6,7-dihydro-5H-benzo[a]heptalen-9-one