(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Base Information

Chemical Name:(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate
CAS No.:642454-45-3
Molecular Formula:C₃₀H₃₆O₄Si
Molecular Weight:488.699
Hs Code.:

Synonyms:(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Chemical Property:

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Technology Process of (1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

There total 8 articles about (1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl 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: 100.0%

: 642454-43-1
(1S,2S)-2-(1,2-dihydroxyethyl)cyclopentyl benzoate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 642454-45-3
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1271/bbb.67.1959

Reference yield:

: 642454-68-0
Benzoic acid (1S,2S)-2-(2-oxo-ethyl)-cyclopentyl ester

: 642454-45-3
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 74 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

2.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

2.2: 3.50 g / NaBH₄ / ethanol / 3 h / 20 °C

3.1: 100 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 20 °C

With dmap; osmium(VIII) oxide; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1271/bbb.67.1959

Reference yield:

: 642454-41-9
(1S,2S)-2-(2-hydroxyethyl)cyclopentyl benzoate

: 642454-45-3
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-hydroxyethyl]cyclopentyl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 78 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 20 °C

2.1: 74 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

3.1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 18 h / 20 °C

3.2: 3.50 g / NaBH₄ / ethanol / 3 h / 20 °C

4.1: 100 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / 20 °C

With dmap; osmium(VIII) oxide; sodium acetate; 4-methylmorpholine N-oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; pyridinium chlorochromate; In dichloromethane; water; acetone; tert-butyl alcohol;
DOI:10.1271/bbb.67.1959