ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

Base Information

Chemical Name:ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate
CAS No.:529510-38-1
Molecular Formula:C₃₃H₄₄O₅Si
Molecular Weight:548.795
Hs Code.:

Synonyms:ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

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Chemical Property of ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

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Technology Process of ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

There total 4 articles about ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate 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: 91.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 529510-48-3
ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-hydroxyheptanoate

: 529510-38-1
ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

Guidance literature:: With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol801493w

Reference yield:

: 542-28-9,26354-94-9
3,4,5,6-tetrahydro-2H-pyran-2-one

: 529510-38-1
ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / LDA / tetrahydrofuran / 2 h / -78 °C

2: 86 percent / (R)-MeO-BIPHEP; RuCl₃; H₂ / ethanol / 25 h / 80 °C / 7500.6 Torr

3: 98 percent / NEt₃; 4-DMAP / CH₂Cl₂ / 20 h / 20 °C

4: 82 percent / CSA / CH₂Cl₂ / 20 °C

With dmap; ruthenium trichloride; hydrogen; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); triethylamine; lithium diisopropyl amide; camphor-10-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1016/S0040-4039(03)00110-2

Reference yield:

: 70030-37-4
ethyl (2-hydroxytetrahydropyran-2-yl)-acetate

: 529510-38-1
ethyl (3R)-7-(tert-butyldiphenylsiloxy)-3-(4-methoxybenzyloxy)-heptanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / (R)-MeO-BIPHEP; RuCl₃; H₂ / ethanol / 25 h / 80 °C / 7500.6 Torr

2: 98 percent / NEt₃; 4-DMAP / CH₂Cl₂ / 20 h / 20 °C

3: 82 percent / CSA / CH₂Cl₂ / 20 °C

With dmap; ruthenium trichloride; hydrogen; (R)-(6,6′-dimethoxy-[1,1′-biphenyl]-2,2′-diyl)bis(diphenylphosphine); triethylamine; camphor-10-sulfonic acid; In ethanol; dichloromethane;
DOI:10.1016/S0040-4039(03)00110-2