(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Base Information

Chemical Name:(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone
CAS No.:642454-63-5
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

Synonyms:(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

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Chemical Property of (2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Chemical Property:

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Technology Process of (2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

There total 11 articles about (2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone 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%

: 642454-61-3
(1S,2R)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanol

: 642454-63-5
(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Guidance literature:: With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 0 ℃; for 18h;
DOI:10.1271/bbb.67.1959

Reference yield:

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

: 642454-63-5
(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Guidance literature:: Multi-step reaction with 6 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

4.1: 91 percent / (i-Pr)2NEt / CH₂Cl₂ / 18 h / 20 °C

5.1: 88 percent / DIBAL / toluene / 0.5 h / -75 °C

6.1: 93 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

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

Reference yield:

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

: 642454-63-5
(2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Guidance literature:: Multi-step reaction with 7 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

5.1: 91 percent / (i-Pr)2NEt / CH₂Cl₂ / 18 h / 20 °C

6.1: 88 percent / DIBAL / toluene / 0.5 h / -75 °C

7.1: 93 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

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