tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

Base Information

Chemical Name:tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate
CAS No.:609828-47-9
Molecular Formula:C₃₇H₆₈O₆Si₂
Molecular Weight:665.114
Hs Code.:

Synonyms:tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

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Chemical Property of tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

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Technology Process of tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

There total 15 articles about tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate 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:

: 7-benzenesulfonyl-3,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-hydroxy-9-(4-methoxy-benzyloxy)-8,10-dimethyl-undecanoic acid tert-butyl ester

: 609828-47-9
tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

Guidance literature:: With disodium hydrogenphosphate; sodium amalgam; In methanol; at -40 - 23 ℃; for 1.5h;
DOI:10.1021/ja027638q

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 609828-47-9
tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: 18.4 g / para-toluenesulfonic acid monohydrate / CH₂Cl₂ / 3 h

2: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.75 h / 0 °C

3: NEt₃ / CH₂Cl₂ / 2 h / 0 °C

4: tetrahydrofuran; hexane / -20 - 20 °C

5: 400 mg / MCPBA / CH₂Cl₂ / 0 - 20 °C

6: n-BuLi; BF₃*OEt₂ / tetrahydrofuran; hexane / 1 h / -78 °C

7: 470 mg / Na₂HPO₄; Na/Hg / methanol / 1.5 h / -40 - 23 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; boron trifluoride diethyl etherate; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja027638q

Reference yield:

: 98391-91-4
(2S,3S)-2,4-dimethylpentane-1,5-diol

: 609828-47-9
tert-butyl (6E)(3S,8S,9S,5R)-3,5-bis(tert-butyldimethylsilyloxy)-9-[(4-methoxyphenyl)methoxy]-8,10-dimethyl-undec-6-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: 18.4 g / para-toluenesulfonic acid monohydrate / CH₂Cl₂ / 3 h

2: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.75 h / 0 °C

3: NEt₃ / CH₂Cl₂ / 2 h / 0 °C

4: tetrahydrofuran; hexane / -20 - 20 °C

5: 400 mg / MCPBA / CH₂Cl₂ / 0 - 20 °C

6: n-BuLi; BF₃*OEt₂ / tetrahydrofuran; hexane / 1 h / -78 °C

7: 470 mg / Na₂HPO₄; Na/Hg / methanol / 1.5 h / -40 - 23 °C

With disodium hydrogenphosphate; sodium amalgam; n-butyllithium; boron trifluoride diethyl etherate; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
DOI:10.1021/ja027638q