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

Base Information

Chemical Name:(1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanol
CAS No.:642454-33-9
Molecular Formula:C₂₅H₃₆O₄Si
Molecular Weight:428.644
Hs Code.:

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

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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-(methoxymethoxy)ethyl]cyclopentanol

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

There total 5 articles about (1S,2S)-2-[2-(tert-butyldiphenylsilyloxy)-1-(methoxymethoxy)ethyl]cyclopentanol 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: 81.0%

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

: 58479-61-1
tert-butylchlorodiphenylsilane

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

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1271/bbb.67.1959

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 642454-26-0
methyl [(1R,2S)-2-benzoyloxycyclopentyl](hydroxy)acetate

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

Guidance literature:: Multi-step reaction with 3 steps

1: 83 percent / (i-Pr)2NEt / CH₂Cl₂ / 18 h / 20 °C

2: 66 percent / LiAlH₄ / diethyl ether / 3.5 h / 0 °C

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

With dmap; lithium aluminium tetrahydride; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane;
DOI:10.1271/bbb.67.1959