1456722-48-7

Upstream product

• 117833-92-8 (4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde 
• 1456722-46-5 (R)-2-benzyloxycarbonylamino-4-(3,4-dimethoxy-phenyl)-butyric acid 
• 1456722-47-6 [(R)-3-(3,4-dimethoxy-phenyl)-1-(methoxymethyl-carbamoyl)-propyl]-carbamic acid benzyl ester 
• 81395-28-0 1-((benzyloxy)methyl)-2-bromobenzene 
• 1456722-42-1 (R)-4-[2-(3,4-dimethoxyphenyl)-ethyl]-2,2-di-methyl-oxazolidine-3 carboxylic acid benzyl ester 
• 1456722-45-4 [(R)-3-(3,4-dimethoxy-phenyl)-1-hydroxymethyl-propyl]-carbamic acid benzyl ester 

Downstream Products

• 1456722-50-1 [(1S,2R)-1-(2-benzyloxymethyl-phenyl)-6,7-di-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl]-carbamic acid benzyl ester 

Relevant academic research and scientific papers

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.