(1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate

Base Information

• Chemical Name: (1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate
• CAS No.: 1170682-08-2
• Molecular Formula: C₁₆H₁₆BrNO₄
• Molecular Weight: 366.211
• Mol file: 1170682-08-2.mol

Synonyms:(1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate

Chemical Property of (1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate

There total 1 articles about (1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate 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:

Glutaraldehyde (111-30-8,29257-65-6,79215-57-9) + (E)-methyl 2-cyano-3-(4-bromophenyl)acrylate (516494-44-3) → (1R,2S,3S,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate + (1R,2S,3S,6S)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate + (1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate (1170682-08-2) + (1S,2R,3R,6S)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; In chloroform; water; at 45 ℃; for 2h; optical yield given as %ee; enantioselective reaction;

DOI:10.1016/j.tetlet.2009.02.209

Reference yield: 88.0%

(1S,2R,3R,6R)-methyl 2-(4-bromophenyl)-1-cyano-3-formyl-6-hydroxycyclohexanecarboxylate (1170682-08-2) → (1R,2R,3S,4R)-2-(4-bromophenyl)-3-cyano-4-hydroxy-3-(methoxycarbonyl)cyclohexanecarboxylic acid (1170682-16-2)

Guidance literature:

With sodium chlorite; potassium dihydrogenphosphate; 2-Methyl-1-butene; In water; tert-butyl alcohol;

DOI:10.1016/j.tetlet.2009.02.209

upstream raw materials:

Glutaraldehyde

(E)-methyl 2-cyano-3-(4-bromophenyl)acrylate

Downstream raw materials:

(1R,2R,3S,4R)-2-(4-bromophenyl)-3-cyano-4-hydroxy-3-(methoxycarbonyl)cyclohexanecarboxylic acid