2-chloro-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide

Base Information

• Chemical Name: 2-chloro-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
• CAS No.: 26279-89-0
• Molecular Formula: C22H24 Cl N O6
• Molecular Weight: 433.8821

Synonyms:Acetamide,2-chloro-N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)-,(S)-; Colchicine, 17-chloro- (8CI); Benzo[a]heptalene, acetamide deriv.;17-Chlorocolchicine; NSC 142024; NSC 164850

Chemical Property of 2-chloro-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide

Chemical Property:

• Vapor Pressure: 3.8E-22mmHg at 25°C
• Boiling Point: 746.3°Cat760mmHg
• Flash Point: 405.1°C
• Density: 1.31g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-chloro-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide

There total 8 articles about 2-chloro-N-[(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide 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: 56.0%

N-deacetylcolchicine trifluoroacetate (1415695-51-0) + chloroacetic acid (79-11-8) → 2-chloro-N-{(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl}acetamide (26279-89-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.03.019

Reference yield: 47.0%

deacetylcolchicine (3476-50-4) + Chloroacetic anhydride (541-88-8) → 2-chloro-N-{(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl}acetamide (26279-89-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/j.bmc.2010.04.026

Reference yield: 26.0%

deacetylcolchicine (3476-50-4) + chloroacetyl chloride (79-04-9) → 2-chloro-N-{(7S)-1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl}acetamide (26279-89-0)

Guidance literature:

With sodium carbonate; In acetone; at 0 ℃; for 1h;

DOI:10.1002/chem.200401294

upstream raw materials:

deacetylcolchicine

chloroacetyl chloride

colchicine

(S)-tert-butyl N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalene-7-yl)carbamate

Downstream raw materials:

C₁₀₇H₁₄₅N₁₇O₄₂S₃

C₁₀₇H₁₄₇N₁₉O₄₀S₃

C₁₁₀H₁₆₂N₂₂O₄₉S₄

C₁₁₀H₁₆₄N₂₄O₄₇S₄

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