Acetic acid, [[tris(1-methylethyl)silyl]oxy]-, (1R,2S)-2-phenylcyclohexyl ester

Base Information

• Chemical Name: Acetic acid, [[tris(1-methylethyl)silyl]oxy]-, (1R,2S)-2-phenylcyclohexyl ester
• CAS No.: 132127-27-6
• Molecular Formula: C23H38O3Si
• Molecular Weight: 390.638
• Mol file: 132127-27-6.mol

Synonyms:

Chemical Property of Acetic acid, [[tris(1-methylethyl)silyl]oxy]-, (1R,2S)-2-phenylcyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid, [[tris(1-methylethyl)silyl]oxy]-, (1R,2S)-2-phenylcyclohexyl ester

There total 4 articles about Acetic acid, [[tris(1-methylethyl)silyl]oxy]-, (1R,2S)-2-phenylcyclohexyl ester 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: 98.0%

triisopropylsilyl chloride (13154-24-0) + (-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetate (143843-06-5) → (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate (132127-27-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 36h;

DOI:10.1021/jm00100a031

Reference yield:

(1R,2S)-trans-2-phenylcyclohexanol (98919-68-7) → (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate (132127-27-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / AgCN / toluene / 7 h / Heating

2: 1.) O₃, 2.) Me₂S, 3.) NaBH₄

3: 98 percent / imidazole / dimethylformamide / 36 h

With 1H-imidazole; sodium tetrahydroborate; silver cyanide; dimethylsulfide; ozone; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00100a031

Reference yield:

(1R,2S)-2-phenyl-1-cyclohexyl crotonate (143843-05-4) → (1R,2S)-2-phenyl-1-cyclohexyl<(triisopropylsilyl)oxy>acetate (132127-27-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) Me₂S, 3.) NaBH₄

2: 98 percent / imidazole / dimethylformamide / 36 h

With 1H-imidazole; sodium tetrahydroborate; dimethylsulfide; ozone; In N,N-dimethyl-formamide;

DOI:10.1021/jm00100a031

upstream raw materials:

triisopropylsilyl chloride

(-)-(1R,2S)-2-phenylcyclohexyl 2'-(benzyloxy)acetate

(-)-(1R,2S)-2-phenyl-1-cyclohexyl hydroxyacetate

(1R,2S)-trans-2-phenylcyclohexanol

Downstream raw materials:

(3S,4R)-3-Triisopropylsilyloxy-4-phenylazetidin-2-one

(3R,4S)-3-triisopropylsilyloxy-4-phenylazetidin-2-one

(3R,4S)-3-Triisopropylsilyloxy-4-(4-methoxyphenyl)-2-azetidinone

(3R,4S)-3-Triisopropylsilyloxy-4-(3,4-dimethoxyphenyl)-2-azetidinone