Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl-, methyl ester, (2R,8S)-

Base Information

• Chemical Name: Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl-, methyl ester, (2R,8S)-
• CAS No.: 124325-94-6
• Molecular Formula: C26H26 Br N3 O8
• Molecular Weight: 588.4
• Mol file: 124325-94-6.mol

Synonyms:Benzo[1,2-b:4,3-b']dipyrrole-2-carboxylicacid,8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-[(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl]-,methyl ester, (2R-trans)-; DC 89B2; Duocarmycin B2

Chemical Property of Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl-, methyl ester, (2R,8S)-

Chemical Property:

• Vapor Pressure: 4.79E-25mmHg at 25°C
• Boiling Point: 777.2°Cat760mmHg
• Flash Point: 423.8°C
• PSA: 139.42000
• Density: 1.542g/cm³
• LogP: 3.78110

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl-, methyl ester, (2R,8S)-

There total 2 articles about Benzo1,2-b:4,3-bdipyrrole-2-carboxylic acid, 8-(bromomethyl)-1,2,3,6,7,8-hexahydro-4-hydroxy-2-methyl-1-oxo-6-(5,6,7-trimethoxy-1H-indol-2-yl)carbonyl-, methyl ester, (2R,8S)- 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: 17.0%

duocarmycin A (118292-34-5) → duocarmycin B2 (124325-94-6) + duocarmycin B1 (124325-93-5)

Guidance literature:

With potassium bromide; In acetone; for 12h; Ambient temperature;

DOI:10.1248/cpb.43.378

Reference yield:

→ duocarmycin B2 (124325-94-6)

Guidance literature:

Reference yield: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + duocarmycin B2 (124325-94-6) → 8-O-tert-butyldimethylsilylduocarmycin B2 (129953-15-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 4.5h; Ambient temperature;

DOI:10.1248/cpb.44.933 DOI:10.1248/cpb.44.1723

upstream raw materials:

duocarmycin A

Downstream raw materials:

duocarmycin A

(1R,2R,8S)-8-Bromomethyl-1,4-dihydroxy-2-methyl-6-(5,6,7-trimethoxy-1H-indole-2-carbonyl)-1,2,3,6,7,8-hexahydro-pyrrolo[3,2-e]indole-2-carboxylic acid methyl ester

8-O-(dimethylcarbamoyl)DUMB2

8-O-tert-butyldimethylsilylduocarmycin B₂