1456722-41-0

Basic information

• Product Name: (6aR,12bR)-10,11-dimethoxy-6-(4-nitro benzene sulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine
• Synonyms: (6aR,12bR)-10,11-dimethoxy-6-(4-nitro benzene sulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine
• CAS NO: 1456722-41-0
• Molecular Weight: 480.541
• Mol File: 1456722-41-0.mol

Chemical Properties

• CAS DataBase Reference: (6aR,12bR)-10,11-dimethoxy-6-(4-nitro benzene sulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine(CAS DataBase Reference)
• NIST Chemistry Reference: (6aR,12bR)-10,11-dimethoxy-6-(4-nitro benzene sulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine(1456722-41-0)
• EPA Substance Registry System: (6aR,12bR)-10,11-dimethoxy-6-(4-nitro benzene sulfonyl)-5,6,6a,7,8,12b-hexahydrobenzo[a]phenanthridine(1456722-41-0)

Safety Data

• Hazardous Substances Data: 1456722-41-0(Hazardous Substances Data)

Upstream product

• 1456722-39-6 (6aR,12bR)-10,11-dimethoxy-5,6,6a,7,8,12b-hexa-hydro-benzo-[a]-phenanthridine 
• 98-74-8 4-Nitrobenzenesulfonyl chloride 
• 1456722-38-5 (6aR,12bR)-10,11-dimethoxy-6a,7,8,12b-tetra-hydro-benzo[a]phenanthridine 
• 1456722-35-2 [(R)-3-(3,4-dimethoxy-phenyl)-1-(2-[1,3]dioxolan-2-ylbenzoyl)-propyl]-carbamic acid tert-butyl ester 
• 1428650-45-6 (R)-tert-butyl (4-(3,4-dimethoxyphenyl)-1-(methoxy(methyl)amino)-1-oxobutan-2-yl)carbamate 
• 34824-58-3 2-(2-bromophenyl)-1,3-dioxolan 

Relevant articles and documents

Protecting group directed cyclization: Asymmetric synthesis of both cis- and trans-dihydrexidine from a common precursor

Protection group of amino- and tethered o-arene functionality of 1,4-aryl-2-amino-1-butanol derived from l-serine dictates the cyclization mode under acidic conditions leading to reverse diastereoselectivity. N-Boc and acetal protected amino alcohol undergo cascade cyclization providing exclusively cis-dihydrexidine via reduction, where formation of C-ring (isoquinoline unit) prior to Friedel-Crafts cyclization control the cis-stereochemistry of the B-ring. N-Cbz and O-benzyl protection direct first F-C cyclization yielding the trans-1-aryl-2-aminotetralin and subsequent deprotection-cyclization forming the C-ring afforded dihydrexidine.