2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

Base Information

Chemical Name:2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone
CAS No.:911218-19-4
Molecular Formula:C₃₂H₄₀O₃Si
Molecular Weight:500.753
Hs Code.:

Synonyms:2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

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Chemical Property of 2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

Chemical Property:

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Technology Process of 2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

There total 7 articles about 2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-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: 94.0%

: 911218-18-3
2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanol

: 911218-19-4
2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; at 20 ℃;
DOI:10.1021/ol0615230

Reference yield:

: 911218-16-1
2-benzyloxymethyl-cyclopent-2-enone

: 911218-19-4
2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

1.2: 72 percent / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.1: O₃ / CH₂Cl₂; methanol / -78 °C

2.2: 96 percent / NaBH₄ / CH₂Cl₂; methanol / -78 - 0 °C

3.1: 86 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

4.1: 94 percent / PCC / CH₂Cl₂ / 20 °C

With dmap; n-butyllithium; ozone; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1021/ol0615230

Reference yield:

: 911218-25-2
2-benzyloxymethyl-3-(2-hydroxy-1-methyl-ethyl)-cyclopentanol

: 911218-19-4
2-benzyloxymethyl-3-[2-(tert-butyldiphenylsilanyloxy)-1-methyl-ethyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / Et₃N; 4-DMAP / CH₂Cl₂ / 1 h / 20 °C

2: 94 percent / PCC / CH₂Cl₂ / 20 °C

With dmap; triethylamine; pyridinium chlorochromate; In dichloromethane;
DOI:10.1021/ol0615230