(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

Base Information

Chemical Name:(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane
CAS No.:289628-48-4
Molecular Formula:C₂₆H₃₈O₆Si
Molecular Weight:474.67
Hs Code.:

Synonyms:(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

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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 (4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

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Technology Process of (4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

There total 7 articles about (4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane 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: 70.0%

: 289503-62-4
(4R,5S)-4-tert-butyldimethylsilyloxy-1-hydroxy-1,5-bis(4-methoxyphenyl)cyclohex-2-en-1-ol

: 289628-48-4
(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetonitrile; at 20 ℃; for 43h;
DOI:10.3987/COM-00-8907

Reference yield:

: 121651-99-8
(4S,5R)-4,5-O-isopropylidenedioxycyclohex-2-en-1-one

: 289628-48-4
(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: CuCN / diethyl ether / 0.5 h / -20 °C

2: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3: 66 percent / tetrahydrofuran / 3.5 h / 20 °C

4: 70 percent / OsO₄; NMO / acetonitrile; H₂O / 43 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; 1: Grignard reaction / 2: Etherification / 3: Grignard reaction / 4: Oxidation;
DOI:10.3987/COM-00-8907

Reference yield:

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 289628-48-4
(4S,5S)-4-tert-butyldimethylsilyloxy-1,2,3-trihydroxy-1,5-bis(4-methoxyphenyl)cyclohexane

Guidance literature:: Multi-step reaction with 4 steps

1: CuCN / diethyl ether / 0.5 h / -20 °C

2: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

3: 66 percent / tetrahydrofuran / 3.5 h / 20 °C

4: 70 percent / OsO₄; NMO / acetonitrile; H₂O / 43 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetonitrile; 1: Grignard reaction / 2: Etherification / 3: Grignard reaction / 4: Oxidation;
DOI:10.3987/COM-00-8907