tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane
CAS No.:247184-51-6
Molecular Formula:C₃₈H₅₀O₅Si
Molecular Weight:614.897
Hs Code.:

Synonyms:tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

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Chemical Property of tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

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Technology Process of tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

There total 18 articles about tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane 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: 76.0%

: 243464-41-7
(E)-(2S,10S,11R)-1-(tert-Butyl-diphenyl-silanyloxy)-12-(4-methoxy-benzyloxy)-8,11-dimethyl-2,10-bis-trimethylsilanyloxy-dodec-7-en-6-one

: 247184-51-6
tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

Guidance literature:: With toluene-4-sulfonic acid; In benzene; at 20 ℃; for 2.5h;
DOI:10.1021/jo001433n

Reference yield:

: 106731-74-2,119944-29-5,107033-46-5
tert-butyl[(2S)-oxiran-2-ylmethoxy]diphenylsilane

: 247184-51-6
tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / n-BuLi; BF₃*OEt₂

2.1: 78 percent / H₂ / Pd(OH)2 / ethyl acetate

3.1: 75 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

4.1: n-BuLi / tetrahydrofuran

4.2: tetrahydrofuran

5.1: Et₃N

6.1: 76 percent / TsOH / benzene

With n-butyllithium; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
DOI:10.1021/ol9906615

Reference yield:

: 243464-44-0
(2S)-6-benzyloxy-1-(tert-butyldiphenylsilyloxy)-hex-4-yn-2-ol

: 247184-51-6
tert-Butyl-{(2S,6R,8S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-10-methyl-1,7-dioxa-spiro[5.5]undec-10-en-2-ylmethoxy}-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 78 percent / H₂ / Pd(OH)2 / ethyl acetate

2.1: 75 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

3.1: n-BuLi / tetrahydrofuran

3.2: tetrahydrofuran

4.1: Et₃N

5.1: 76 percent / TsOH / benzene

With n-butyllithium; 4 A molecular sieve; hydrogen; toluene-4-sulfonic acid; triethylamine; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; benzene;
DOI:10.1021/ol9906615