tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

Base Information

Chemical Name:tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate
CAS No.:529510-39-2
Molecular Formula:C₃₇H₅₀O₆Si
Molecular Weight:618.886
Hs Code.:

Synonyms:tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

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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 tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

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Technology Process of tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

There total 5 articles about tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate 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%

: 540-88-5
acetic acid tert-butyl ester

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

: 529510-39-2
tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -65 - -30 ℃; for 5h;
DOI:10.1016/S0040-4039(03)00110-2

Reference yield:

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

: 529510-39-2
tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

Guidance literature:: Multi-step reaction with 5 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

5: 91 percent / LDA / tetrahydrofuran / 5 h / -65 - -30 °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

: 529510-39-2
tert-butyl (5R)-9-(tert-butyldiphenylsiloxy)-5-(4-methoxybenzyloxy)-3-oxononanoate

Guidance literature:: Multi-step reaction with 4 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

4: 91 percent / LDA / tetrahydrofuran / 5 h / -65 - -30 °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