(3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate

Base Information

• Chemical Name: (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate
• CAS No.: 277318-40-8
• Molecular Formula: C₁₉H₂₂O₃S
• Molecular Weight: 330.448
• Mol file: 277318-40-8.mol

Synonyms:(3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate

Chemical Property of (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate

There total 1 articles about (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate 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:

tert-butyl (phenylthio)acetate (63006-68-8) + benzaldehyde (100-52-7) → (2R,3R)-3-Hydroxy-3-phenyl-2-phenylsulfanyl-propionic acid tert-butyl ester + (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate (277318-40-8) + 3-hydroxy-3-phenyl-2-phenylsulfanyl-propionic acid tert-butyl ester

Guidance literature:

tert-butyl (phenylthio)acetate; With diazaborolidine; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 5h;

benzaldehyde; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)00302-6

Reference yield: 99.0%

t-butyldimethylsiyl triflate (69739-34-0) + (3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate (277318-40-8) → 3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-2-phenylsulfanyl-propionic acid tert-butyl ester (1027917-87-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)00302-6

Reference yield: 96.0%

(3S,2S)-(-)-t-butyl 3-hydroxy-3-phenyl-2-thiophenoxypropionate (277318-40-8) → tert-butyl (R)-3-hydroxy-3-phenylpropanoate (72656-48-5)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.5h; reflux;

DOI:10.1016/S0040-4039(00)00302-6

upstream raw materials:

tert-butyl (phenylthio)acetate

benzaldehyde

Downstream raw materials:

3-(tert-butyl-dimethyl-silanyloxy)-3-phenyl-2-phenylsulfanyl-propionic acid tert-butyl ester

(1R,2S)-1-Phenyl-2-phenylsulfanyl-propane-1,3-diol

tert-butyl (R)-3-hydroxy-3-phenylpropanoate