(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Base Information

Chemical Name:(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one
CAS No.:861119-23-5
Molecular Formula:C₂₇H₃₈O₃Si
Molecular Weight:438.682
Hs Code.:

Synonyms:(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Suppliers and Price of (3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 1 raw suppliers

Chemical Property of (3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of (3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

There total 13 articles about (3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one 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: 99.0%

: 861119-21-3
(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-[(4-methoxyphenyl)methoxy]-4,4,7-trimethyloct-1-en-5-one

: 861119-23-5
(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃; for 1.5h;
DOI:10.1021/jo0503862

Reference yield:

: 861118-37-8
(3S)-3-[(4-methoxyphenyl)methoxy]-2,2-dimethylpent-4-enal

: 861119-23-5
(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

1.2: 98 percent / tetrahydrofuran; hexane / 1 h / -50 °C

2.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

3.1: 93 percent / SmI₂ / tetrahydrofuran; methanol / -78 - 20 °C

4.1: 99 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 0 - 20 °C

With n-butyllithium; samarium diiodide; Dess-Martin periodane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo0503862

Reference yield:

: 861119-09-7
(3S)-3-[(4-methoxyphenyl)methoxy]-2,2-dimethylpent-4-en-1-ol

: 861119-23-5
(3S,7S)-8-(tert-butyldiphenylsilyl)oxy-3-hydroxy-4,4,7-trimethyloct-1-en-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 98 percent / oxalyl chloride DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / 0 °C

2.2: 98 percent / tetrahydrofuran; hexane / 1 h / -50 °C

3.1: 96 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4.1: 93 percent / SmI₂ / tetrahydrofuran; methanol / -78 - 20 °C

5.1: 99 percent / DDQ / CH₂Cl₂; H₂O / 1.5 h / 0 - 20 °C

With n-butyllithium; samarium diiodide; oxalyl dichloride; Dess-Martin periodane; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; hexane; dichloromethane; water; 1.1: Swern oxidation;
DOI:10.1021/jo0503862