benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate

Base Information

• Chemical Name: benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate
• CAS No.: 187403-13-0
• Molecular Formula: C₁₆H₁₉F₃O₅S
• Molecular Weight: 380.385
• Mol file: 187403-13-0.mol

Synonyms:benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate

Chemical Property of benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate

There total 4 articles about benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate 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: 96.0%

trifluoromethylsulfonic anhydride (358-23-6) + benzyl (R)-2-cyclohexyl-2-hydroxyacetate (174603-02-2) → benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate (187403-13-0)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -78 - 20 ℃; for 2.75h;

DOI:10.1080/07328300500176312

Reference yield:

(R)-(-)-hexahydromandelic acid (53585-93-6) → benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate (187403-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Cs₂CO₃ / dimethylformamide / 16 h / 0 - 20 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 2.75 h / -78 - 20 °C

With 2,6-dimethylpyridine; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300500176312

Reference yield:

benzyl bromide (100-39-0) → benzyl (R)-2-cyclohexyl-2-(trifluoromethylsulfonyloxy)acetate (187403-13-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Cs₂CO₃ / dimethylformamide / 16 h / 0 - 20 °C

2: 96 percent / 2,6-lutidine / CH₂Cl₂ / 2.75 h / -78 - 20 °C

With 2,6-dimethylpyridine; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1080/07328300500176312

upstream raw materials:

trifluoromethylsulfonic anhydride

benzyl (R)-2-cyclohexyl-2-hydroxyacetate

(R)-(-)-hexahydromandelic acid

benzyl bromide

Downstream raw materials:

(S)-Cyclohexyl-{(3S,4S)-3-[4-hydroxy-4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-acetic acid benzyl ester

(S)-Cyclohexyl-{(3S,4S)-3-[4-hydroxy-4-(3-phenyl-propyl)-piperidin-1-ylmethyl]-4-phenyl-pyrrolidin-1-yl}-acetic acid

methyl {2-O-acetyl-4,6-O-benzylidene-3-O-[(S)-1-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside

methyl {2,4,6-tri-O-acetyl-3-O-[(S)-(benzyloxycarbonyl)(cyclohexyl)methyl]-β-D-galactopyranosyl}-(1->3)-2-(acetylamino)-4,6-di-O-acetyl-2-deoxy-β-D-galactopyranoside