761362-01-0

Upstream product

• 110079-96-4 [(4S,5R)-5-((R)-1-Hydroxy-ethyl)-2-trichloromethyl-4,5-dihydro-oxazol-4-yl]-acetic acid methyl ester 
• 110079-91-9 methyl (Z)-3-(N-trichloroacetamido)-4-hexanoate 
• 75812-85-0 (Z)-3-Amino-hex-4-enoic acid methyl ester; hydrochloride 
• 110079-92-0 (R)-3-((2S,3R)-3-Methyl-oxiranyl)-3-(2,2,2-trichloro-acetylamino)-propionic acid methyl ester 
• 101904-33-0 3-nitro-2,3,6-trideoxy-L-ribo-hexono-1,4-lactone 
• 194229-45-3 (3S,4S,5R)-ribo-3-benzylamino-trideoxyaldonic acid γ-lactone 
• 67315-16-6 methyl (4S,5S)-(4,5)-epoxy-2(E)-hexenoate 
• 194229-42-0 methyl (3S,4S,5S)-3-benzylamino-4,5-epoxyhexanoate 

Downstream Products

• 100484-30-8 (3S,4S,5R)-3-benzamido-5-hydroxy-4-hexanolide 

Relevant academic research and scientific papers

Chemoenzymatic syntheses of N-trifluoroacetyl-L-daunosamine, N-trifluoroacetyl-L-acosamine, N-benzoyl-D-acosamine, and N-benzoyl-D-ristosamine from an achiral precursor, methyl sorbate

A conjugated addition of benzylamine to methyl (4R,5S)-4,5-(isopropylidenedioxy)-(2E)-hexenoate 8a followed by lactonization under acidic condition proceeds to the formal total syntheses of L-daunosamine 4 and L-acosamine 2. On the other hand, direct conjugated addition of benzylamine to methyl (4S,5S)-4,5-epoxy-(2E)-hexenoate 5 and the subsequent intramolecular nucleophilic attack by the ester carbonyl group on the epoxy ring of the substrates leads to the formal total syntheses of D-acosamine 2 and D-ristosamine 1. Copyright (C) 2000 Elsevier Science Ltd.

Stereochemistry of the Epoxidations of Acyclic Allylic Amides. Applications toward the Synthesis of 2,3,6-Trideoxy-3-aminohexoses

The stereochemistry of the epoxidation of several acyclic allylic amides is described.Diastereoselectivity in the (Z)-allylic amide series (compound 1) proved to be dependent both on the amide functionality and epoxidation reagent.The threo epoxide 3 was