tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate

Base Information

• Chemical Name: tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate
• CAS No.: 127471-66-3
• Molecular Formula: C₁₄H₂₀O₃
• Molecular Weight: 236.311
• Mol file: 127471-66-3.mol

Synonyms:tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate

Chemical Property of tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate

There total 9 articles about tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate 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: 93.0%

benzaldehyde (100-52-7) + [(1-tert-butyloxy)propenyloxy]-tert-butyldimethylsilane → tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate (127471-66-3)

Guidance literature:

With tetrachlorosilane; (R,R)-N,N'-bis(phosphoramide)-N,N'-Me₂-1,5-pentanediamine; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/ja047339w

Reference yield: 93.0%

(E)-tert-Butylketene Methyl tert-Butyldimethylsilyl Acetal (58367-56-9) + benzaldehyde (100-52-7) → tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate (127471-66-3)

Guidance literature:

With tetrachlorosilane; Denmark's dimeric catalyst; In dichloromethane; for 3h; Cooling;

DOI:10.1021/ja0282947

Reference yield:

tert-Butyl acrylate (1663-39-4,25232-27-3) + benzaldehyde (100-52-7) → t-butyl(2R,3S)-(+)-2-methyl-3-hydroxy-3-phenylpropionate (83945-70-4) + tert-butyl (2S,3R)-(+)-2-methyl-3-hydroxy-3-phenylpropionate (127471-66-3) + tert-butyl (2R,3R)-3-hydroxy-2-methyl-3-phenylpropanoate (149341-21-9) + tert-butyl (2S,3S)-3-hydroxy-2-methyl-3-phenylpropanoate (83945-71-5)

Guidance literature:

With dimethyl(ethoxy)silane; (S,S)-Rh(Phebox-bn)(OAc)2; In toluene; at 50 ℃; for 0.5h; Further Variations:; Catalysts; Reagents; Product distribution;

DOI:10.1021/ja050698m

upstream raw materials:

tert-butyl propionate

benzaldehyde

tert-Butyl acrylate

(E)-tert-Butylketene Methyl tert-Butyldimethylsilyl Acetal