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

Base Information

Chemical Name:(2R)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone
CAS No.:642454-35-1
Molecular Formula:C₂₅H₃₄O₄Si
Molecular Weight:426.628
Hs Code.:

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

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

Chemical Property:

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

There total 6 articles about (2R)-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: 88.0%

: 642454-33-9
(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanol

: 642454-35-1
(2R)-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:

: 642454-30-6,141521-32-6
(1S,2S)-2-[2-hydroxy-1-(methoxymethoxy)ethyl]cyclopentanol

: 642454-35-1
(2R)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

2: 88 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

With dmap; sodium acetate; triethylamine; pyridinium chlorochromate; In dichloromethane;
DOI:10.1271/bbb.67.1959

Reference yield:

: 642454-24-8
methyl [(1R,2S)-2-benzoyloxycyclopentyl]acetate

: 642454-35-1
(2R)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -75 °C

1.2: 54 percent / MoO₅*pyridine*HMPA / tetrahydrofuran / 0.33 h / -23 °C

2.1: 83 percent / (i-Pr)2NEt / CH₂Cl₂ / 18 h / 20 °C

3.1: 66 percent / LiAlH₄ / diethyl ether / 3.5 h / 0 °C

4.1: 81 percent / triethylamine; 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

5.1: 88 percent / pyridinium chlorochromate; sodium acetate / CH₂Cl₂ / 18 h / 0 °C

With dmap; lithium aluminium tetrahydride; sodium acetate; triethylamine; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1271/bbb.67.1959