(S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate

Base Information

• Chemical Name: (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate
• CAS No.: 365455-64-7
• Molecular Formula: C₂₁H₂₈O₃Si
• Molecular Weight: 356.537
• Mol file: 365455-64-7.mol

Synonyms:(S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate

Chemical Property of (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate

There total 3 articles about (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate 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: 97.0%

(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethan-1-ol (110743-96-9) + benzoic acid (65-85-0,8013-63-6) → (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate (365455-64-7)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -20 - 20 ℃;

DOI:10.1021/ja066183s

Reference yield:

(R)-1-phenyl-1,2-ethanediol (16355-00-3) → (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate (365455-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DMAP; triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: 97 percent / DIAD; Ph₃P / tetrahydrofuran / -20 - 20 °C

With dmap; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1021/ja066183s

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (S)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl benzoate (365455-64-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / DMAP; triethylamine / CH₂Cl₂ / 2 h / 20 °C

2: 97 percent / DIAD; Ph₃P / tetrahydrofuran / -20 - 20 °C

With dmap; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 2: Mitsunobu reaction;

DOI:10.1021/ja066183s

upstream raw materials:

(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethan-1-ol

benzoic acid

(R)-1-phenyl-1,2-ethanediol

tert-butyldimethylsilyl chloride

Downstream raw materials:

(S)-2-((tert-butyldimethylsilyl)oxy)-1-phenylethan-1-ol

(S)-1-phenyl-1,2-ethanediol

Refernces