91564-35-1

Basic information

• Product Name: C₁₂H₁₇NO₂
• CAS NO: 91564-35-1
• Molecular Weight: 207.272
• Mol File: 91564-35-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₇NO₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₇NO₂(91564-35-1)
• EPA Substance Registry System: C₁₂H₁₇NO₂(91564-35-1)

Safety Data

• Hazardous Substances Data: 91564-35-1(Hazardous Substances Data)

Upstream product

• 725715-12-8 3-(phenylmethyl)-7-oxa-3-azabicyclo[4.1.0]heptane 
• 40240-12-8 1-benzyl-1,2,3,6-tetrahydropyridine 
• 80477-52-7 1-phenylmethyl-1,2,3,6-tetrahydropyridine hydrochloride 

Downstream Products

• 80477-54-9 1-benzylpiperidine-cis-diol acetonide 

Relevant articles and documents

Asymmetric Syntheses of (-)-ADMJ and (+)-ADANJ: 2-Deoxy-2-amino Analogues of (-)-1-Deoxymannojirimycin and (+)-1-Deoxyallonojirimycin

The asymmetric syntheses of (-)-ADMJ and (+)-ADANJ, the 2-deoxy-2-amino analogues of (-)-1-deoxymannojirimycin and (+)-1-deoxyallonojirimycin, are described herein. Methodology for the ring-closing iodoamination of bishomoallylic amines followed by in situ ring-expansion (via intramolecular ring-opening of the corresponding aziridinium intermediates with a tethered carbamate moiety) to give oxazolidin-2-ones was initially optimized on a model system. Subsequent application of this methodology to two enantiopure bishomoallylic amines (which were produced via aminohydroxylation of an α,β-unsaturated ester, partial reduction, and reaction of the corresponding aldehyde with vinylmagnesium bromide) also proceeded with concomitant N-debenzylation to afford the corresponding diastereoisomerically pure (>99:1 dr) oxazolidin-2-ones. Subsequent deprotection of these enantiopure templates gave (-)-ADMJ and (+)-ADANJ as single diastereoisomers in 16% and 24% overall yield, respectively.

Synthesis and selective activity of cholinergic agents with rigid skeletons. III

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