228997-06-6

Basic information

• Product Name: (5R,10aR)-5-<<6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-3(3H)-oxo-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-9-yl>thio>-3-methyl-D-histidine methyl ester
• Synonyms: (5R,10aR)-5-<<6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-3(3H)-oxo-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-9-yl>thio>-3-methyl-D-histidine methyl ester
• CAS NO: 228997-06-6
• Molecular Weight: 582.678
• Mol File: 228997-06-6.mol

Chemical Properties

• CAS DataBase Reference: (5R,10aR)-5-<<6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-3(3H)-oxo-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-9-yl>thio>-3-methyl-D-histidine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (5R,10aR)-5-<<6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-3(3H)-oxo-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-9-yl>thio>-3-methyl-D-histidine methyl ester(228997-06-6)
• EPA Substance Registry System: (5R,10aR)-5-<<6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-3(3H)-oxo-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-9-yl>thio>-3-methyl-D-histidine methyl ester(228997-06-6)

Safety Data

• Hazardous Substances Data: 228997-06-6(Hazardous Substances Data)

Upstream product

• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 213692-58-1 3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>-D-phenylalanine methyl ester 
• 174905-86-3 1-(chloromethyl)-3,5-dimethoxy-2-{[(4-methoxyphenyl)methyl]thio}benzene 
• 213692-67-2 (5R,10aR)-9-<<5-<<(2R-cis)-2,5-dihydro-3,6-dimethoxy-2-(1-methylethyl)pyrazin-5-yl>methyl>-1-methyl-1H-imidazol-4-yl>thio>-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 
• 213692-64-9 (5R,10aR)-9-<(5-formyl-1-methyl-1H-imidazol-4-yl)thio>-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 
• 213692-62-7 (5R,10aR)-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-9-<<(4-methoxyphenyl)methyl>thio>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 
• 213692-65-0 (5R,10aR)-9-<(5-hydroxymethyl-1-methyl-1H-imidazol-4-yl)thio>-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 
• 213692-59-2 N-<(4-methoxxyphenyl)acetyl>-3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>-D-phenylalanine methyl ester 
• 213692-60-5 (1R,3R)-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-5-<<(4-methoxyphenyl)methyl>thio>-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester 
• 213692-61-6 (1R,3R)-3-hydroxymethyl-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-5-<<(4-methoxyphenyl)methyl>thio>-1,2,3,4-tetrahydroisoquinoline 
• 213692-63-8 (5R,10aR)-9-mercapto-6,8-dimethoxy-5-<(4-methoxyphenyl)methyl>-1,5,10,10a-tetrahydroxazolo<3,4-b>isoquinolin-3(3H)-one 
• 228997-07-7 (2S-trans)-2,5-dihydro-3,6-dimethoxy-5-<<3,5-dimethoxy-2-<<(4-methoxyphenyl)methyl>thio>phenyl>methyl>-2-(1-methylethyl)pyrazine 

Downstream Products

• 228997-16-8 (1R,3R)-N-(tert-butoxycarbonyl)-5-<<2-(tert-butoxycarbonyl)-3-hydroxymethyl-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-1,2,3,4-tetrahydroisoquinolin-5-yl>thio>-3-methyl-D-histidine methyl ester 
• 228997-17-9 (1R,3R)-N-(tert-butoxycarbonyl)-5-<<2-(tert-butoxycarbonyl)-3-formyl-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-1,2,3,4-tetrahydroisoquinolin-5-yl>thio>-3-methyl-D-histidine methyl ester 
• 228997-15-7 (1R,3R)-5-<<3-hydroxymethyl-6,8-dimethoxy-1-<(4-methoxyphenyl)methyl>-1,2,3,4-tetrahydroisoquinolin-5-yl>thio>-3-methyl-D-histidine methyl ester 

Relevant articles and documents

Synthetic studies on the starfish alkaloid imbricatine. A chiral synthesis of tri-O-methylimbricatine

A detailed account is given of the chiral synthesis of tri-O- methylimbricatine (3), the triO-methyl derivative of the structurally unique benzyltetrahydroisoquinoline alkaloid imbricatine (2) isolated from the starfish Dermasterias imbricata. The route begins with the asymmetric synthesis of the sulfur-containing D-phenylalanine derivative (R)-11a and includes its conversion into the cis-benzyltetrahydroisoquinoline moiety 26a possessing the thiol group and construction of the 5-arylthio-3-methyl-L- histidine portion. The correctness of the structure and absolute configuration proposed for imbricatine has been unequivocally confirmed as a result of the present synthesis.