(2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol

Base Information

• Chemical Name: (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol
• CAS No.: 885500-77-6
• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.428
• Mol file: 885500-77-6.mol

Synonyms:(2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol

Chemical Property of (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol

There total 3 articles about (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C16H21NO3 (885500-74-3,412915-22-1) + allyllithium (3052-45-7) → (2S,3S)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol + (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol (885500-77-6)

Guidance literature:

With zinc dibromide; In diethyl ether; at -80 ℃; for 1h; diastereoselective reaction;

DOI:10.1002/ejoc.200800348

Reference yield:

allyllithium (3052-45-7) + 2,3-O-cyclohexylidene-D-glyceraldehyde N-benzylnitrone → (2S,3S)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol + (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol (885500-77-6)

Guidance literature:

With zinc dibromide; In diethyl ether; at -80 ℃; for 1h; Further Variations:; Reaction partners; Reagents; Solvents; Temperatures; times; Product distribution;

DOI:10.1016/j.tetlet.2006.03.004

Reference yield:

C16H21NO3 (885500-74-3,412915-22-1) + allyltributylstanane (24850-33-7) → (2S,3S)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol + (2S,3R)-3-(benzylhydroxyamino)-1,2-O-cyclohexylidenehex-5-ene-1,2-diol (885500-77-6)

Guidance literature:

With zinc dibromide; In diethyl ether; at -50 ℃; for 8h; Reagent/catalyst; Solvent; Temperature; Time; diastereoselective reaction; Reactivity;

DOI:10.1002/ejoc.200800348

upstream raw materials:

allyllithium

C₁₆H₂₁NO₃

allyltributylstanane

Downstream raw materials:

*,S^*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine