556038-56-3

Basic information

• Product Name: (Z)-3-[(3S)-1-benzyl-6-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester
• Synonyms: (Z)-3-[(3S)-1-benzyl-6-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester
• CAS NO: 556038-56-3
• Molecular Weight: 692.927
• Mol File: 556038-56-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-3-[(3S)-1-benzyl-6-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-3-[(3S)-1-benzyl-6-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester(556038-56-3)
• EPA Substance Registry System: (Z)-3-[(3S)-1-benzyl-6-benzyloxy-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester(556038-56-3)

Safety Data

• Hazardous Substances Data: 556038-56-3(Hazardous Substances Data)

Upstream product

• 556038-77-8 (2S)-N-(2-nitrobenzenesulfonyl)-3-amino-2-(4-benzyloxy-2,6-dibromophenyl)-propanol 
• 556038-47-2 (3S)-1-benzyl-6-benzyloxy-4-bromo-3-(tert-butyldimethylsilanyloxymethyl)indoline 
• 556038-60-9 (1S,2S,3S)-3-(4-benzyloxy-2,6-dibromophenyl)-4-nitro-1-phenylbutane-1,2-diol 
• 556038-45-0 (4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane 
• 556038-46-1 (2S)-3-benzylamino-2-(4-benzyloxy-2,6-dibromophenyl)-propan-1-ol 
• 556038-62-1 (3S)-1-benzyl-6-benzyloxy-4-bromo-3-hydroxymethylindoline 
• 556038-61-0 (2S)-2-(4-benzyloxy-2,6-dibromophenyl)-3-nitropropan-1-ol 
• 556038-43-8 3,5-dibromo-4-iodophenol benzyl ether 
• 556038-74-5 methanesulfonic acid 3,5-dibromo-4-iodophenyl ester 
• 556038-73-4 methanesulfonic acid 4-amino-3,5-dibromophenyl ester 
• 556038-75-6 3,5-dibromo-4-iodophenyjl 
• 24690-19-5 methanesulfonic acid 4-aminophenyl ester 
• 20455-07-6 p-nitrophenyl methanesulfonate 
• 21149-17-7 methyl 2-(benzyloxycarbonylamino)acrylate 

Downstream Products

• 556038-72-3 (8S)-4-benzyloxy-8-(tert-butyldimethylsilanyloxymethyl)-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2,3,6-tricarboxylic acid 3-benzyl ester 2-methyl ester 6-(2,2,2-trichloroethyl) ester 
• 556038-57-4 (8S)-6-benzyl-4-benzyloxy-8-(tert-butyldimethylsilanyloxymethyl)-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester 
• 556038-58-5 (8S)-4-benzyloxy-8-(tert-butyldimethylsilanyloxymethyl)-3,6,7,8-tetrahydro-3,6-diaza-as-indacene-2,3-dicarboxylic acid 3-benzyl ester 2-methyl ester 
• 130288-24-3 (+)-duocarmycin SA 
• 556038-68-7 (Z)-3-[(3S)-1-benzyl-6-benzyloxy-5-bromo-3-(tert-butyldimethylsilanyloxymethyl)-2,3-dihydro-1H-indol-4-yl]-2-benzyloxycarbonylaminoacrylic acid methyl ester 

Relevant articles and documents

Total synthesis of the duocarmycins

The total synthesis of (+)-duocarmycin A and SA through a common indoline intermediate is described. The key reactions include selective lithiation of a 2,6-dibromoiodobenzene derivative and diastereoselective addition to a chiral nitroalkene, copper-mediated aryl amination, and addition of aryllithium to azlactones. Copyright