149405-53-8

Basic information

• Product Name: methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate
• Synonyms: methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate
• CAS NO: 149405-53-8
• Molecular Weight: 615.64
• Mol File: 149405-53-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate(149405-53-8)
• EPA Substance Registry System: methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate(149405-53-8)

Safety Data

• Hazardous Substances Data: 149405-53-8(Hazardous Substances Data)

Upstream product

• 157478-33-6 methyl (2R,8S)-4-benzyloxy-6-t-butoxycarbonyl-8-(t-butyldimethylsilyloxy)methyl-3-formyl-1,2,3,6,7,8-hexahydro-2-methyl-1-oxobenzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 157478-14-3 methyl (2R,8S)-4-benzyloxy-6-t-butoxycarbonyl-3-formyl-1,2,3,6,7,8-hexahydro-8-hydroxymethyl-2-methyl-1-oxobenzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 157478-28-9 methyl (S)-5-amino-6-benzyloxy-1-t-butoxycarbonyl-3-(t-butyldimethylsilyloxy)methyl-2,3-dihydro-1H-indole-4-carboxylate 
• 149365-68-4 methyl (2R,8S)-8-<(S)-(1-acetoxy-1-phenyl)acetoxy>methyl-4-benzyloxy-6-t-butoxycarbonyl-3-formyl-1,2,3,6,7,8-hexahydro-2-methyl-1-oxobenzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 149365-69-5 (8S)-4-benzyloxy-6-t-butoxycarbonyl-8-<(S)-N-cinnamoylprolyloxy>methyl-1,2-dioxo-1,2,3,6,7,8-hexahydrobenzo<1,2-b;4,3-b'>dipyrrole 
• 157393-03-8 methyl (S)-5-amino-6-benzyloxy-1-t-butoxycarbonyl-2,3-dihydro-3-hydroxymethyl-1H-indole-4-carboxylate 
• 132628-67-2 methyl (2R*,8S*)-4-benzyloxy-6-t-butoxycarbonyl-8-(t-butyldimethylsilyloxy)methyl-3-formyl-1,2,3,6,7,8-hexahydro-2-methyl-1-oxobenzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 143874-46-8 4-benzyloxy-6-t-butoxycarbonyl-8-hydroxymethyl-1,2,3,6,7,8-hexahydro-1,2-dioxobenzo<1,2-b;4,3-b'>dipyrrole 
• 128781-07-7 5,6,7-trimethoxy-1H-indole-2-carboxylic acid 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 128781-06-6 methyl 2-azido-3-(3',4',5'-trimethoxyphenyl)-propenoate 
• 157485-07-9 methyl (Z)-2-azido-3-(3,4,5-trimethoxyphenyl)acrylate 
• 143874-45-7 3-acetoxymethyl-6-benzyloxy-2,3-dihydro-1H-indole 
• 149365-65-1 methyl 6-benzyloxy-1-t-butoxycarbonyl-3-(t-butyldimethylsilyloxy)methyl-2,3-dihydro-5-amino-1H-indole-4-carboxylate 

Downstream Products

• 118292-34-5 dl-2-Epiduocarmycin A 
• 118292-34-5 dl-Duocarmycin A 
• 118292-34-5 duocarmycin A 
• 157478-20-1 methyl (2R,8S)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-(methanesulfonyloxy)methyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 132628-71-8 methyl (2R*,8S*)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-(methanesulfonyloxy)methyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 
• 132628-71-8 methyl (2S*,8S*)-4-benzyloxy-1,2,3,6,7,8-hexahydro-8-(methanesulfonyloxy)methyl-2-methyl-1-oxo-6-<(5,6,7-trimethoxy-1H-indole-2-yl)carbonyl>benzo<1,2-b;4,3-b'>dipyrrole-2-carboxylate 

Relevant articles and documents

Synthetic Studies on Duocarmycin. 2. Synthesis and Cytotoxicity of Natural (+)-Duocarmycin A and Its Tree Possible Stereoisomers.

The title synthesis was achieved by featuring the optical resolution of two types of the tricyclic intermediates and the synthetic scheme established in the synthesis of racemic compounds.In vitro cytotoxicity assay against P388 murine leukemia obviously

First total synthesis of dl-duocarmycin A

The title synthesis could be achieved by featuring introduction of a methoxycarbonyl group into the C-4 position of a 5-aminoindoline nucleus by way of an isatin derivative and subsequent ring closure to a methyl 2-methylindoxyl-2-carboxylate system by the Dieckmann cyclization.