331993-99-8

Basic information

• Product Name: N-(1'-(R)-phenyl-2'-hydroxyethyl)-2-(S)-ethylhexahydroazepine
• CAS NO: 331993-99-8
• Molecular Weight: 247.381
• Mol File: 331993-99-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(1'-(R)-phenyl-2'-hydroxyethyl)-2-(S)-ethylhexahydroazepine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1'-(R)-phenyl-2'-hydroxyethyl)-2-(S)-ethylhexahydroazepine(331993-99-8)
• EPA Substance Registry System: N-(1'-(R)-phenyl-2'-hydroxyethyl)-2-(S)-ethylhexahydroazepine(331993-99-8)

Safety Data

• Hazardous Substances Data: 331993-99-8(Hazardous Substances Data)

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 4233-57-2 6-oxooctanoic acid 
• 331993-87-4 (3R,9aR)-9a-Ethyl-3-phenyl-hexahydro-oxazolo[3,2-a]azepin-5-one 

Relevant articles and documents

Asymmetric synthesis of 2-alkyl-perhydroazepines from [5,3,0]-bicyclic lactams

The synthesis and utility of a novel class of [5,3,0]-bicyclic lactams are described. Produced by the cyclodehydration of (R)-phenylglycinol with ω-keto acids, lactams 4-6 were obtained as separable diastereomeric mixtures.(～2:1) in low yields (～40%). Higher chemical yield (up to 61%) was realized via an alternate route involving ring closure metathesis of 2-allyl-N-acroyl oxazolidines, 8. Stereoselective reductions of the syn-bicyclic lactams, 4a and 5a, occurred with the use of alane or lithiumaluminum hydride, affording azepine alcohols, 11a and 15a, of the R configuration at the 2-position, in good to moderate yields (50-88%). High selectivity was also observed in the diisobutylaluminum hydride reduction of the epimeric anti lactams, 4b and 5b, affording, azepine alcohols, 11b and 15b, of the S configuration at C-2. Hydrogenolytic cleavage of the N-benzyl moiety afforded chiral 2-substituted perhydroazepines, (R)- and (S)-12, in good yields and good enantiomeric excesses (84-94%).