Desacetamidocolchicine

Base Information

• Chemical Name: Desacetamidocolchicine
• CAS No.: 1420-08-2
• Molecular Formula: C₂₀H₂₂O₅
• Molecular Weight: 342.392
• Hs Code.: 2914509090
• UNII: SH73UDM5S9
• DSSTox Substance ID: DTXSID10161919
• Nikkaji Number: J71.592A
• ChEMBL ID: CHEMBL4745498
• Mol file: 1420-08-2.mol

Synonyms:deacetamidocolchicine;desacetamidocolchicine

Chemical Property of Desacetamidocolchicine

Chemical Property:

• Vapor Pressure: 2.42E-14mmHg at 25°C
• Boiling Point: 599.7°Cat760mmHg
• Flash Point: 264.1°C
• PSA: 53.99000
• Density: 1.21g/cm³
• LogP: 3.23690
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 342.14672380
• Heavy Atom Count: 25
• Complexity: 603

Purity/Quality:

99% ^*data from raw suppliers

DESACETAMIDOCOLCHICINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C2C(=CC1=O)CCCC3=CC(=C(C(=C32)OC)OC)OC

Technology Process of Desacetamidocolchicine

There total 11 articles about Desacetamidocolchicine 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: 40.0%

Desacetamido-colchicein (5320-47-8) + methyl iodide (74-88-4) → deacetamidocolchicine (1420-08-2)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃;

DOI:10.1016/j.bmcl.2014.05.007

Reference yield:

10-hydroxy-1,2,3-trimethoxy-(12ac)-6,7,10,11,12,12a-hexahydro-5H-7ar,10c-epoxido-benzo[a]heptalen-9-one → deacetamidocolchicine (1420-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; benzene / Erwaermen des Reaktionsprodukts mit N-Brom-succinimid in CHCl₃

2: methanol; diethyl ether

With methanol; diethyl ether; toluene-4-sulfonic acid; benzene;

DOI:10.1021/ja01532a070

Reference yield:

Eschenmoser's α-pyrone (3476-63-9) → deacetamidocolchicine (1420-08-2)

Guidance literature:

Multi-step reaction with 6 steps

1: benzene / 70 °C

2: 70 percent / HOAc / tetrahydrofuran; H₂O / 3.5 h / 100 °C

3: 100 percent / toluene / 1.5 h / 110 °C

4: 53 percent / NH₂NH₂ / ethanol / 6 h / 0 - 25 °C

5: 100 percent / 2N KOH / ethanol / 21 h / 100 °C

6: methanol; tetrahydrofuran

With potassium hydroxide; acetic acid; hydrazine; In tetrahydrofuran; methanol; ethanol; water; toluene; benzene;

DOI:10.1021/jo00218a042

upstream raw materials:

diazomethane

Desacetamido-colchicein

Eschenmoser's α-pyrone

deacetamidoisocolchiceinamide