(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

Base Information

Chemical Name:(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol
CAS No.:289503-64-6
Molecular Formula:C₂₅H₃₈O₅Si
Molecular Weight:446.659
Hs Code.:

Synonyms:

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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 (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

Chemical Property:

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Technology Process of (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

There total 8 articles about (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol 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:

: 289503-63-5
(2S,3S)-2-tert-butyldimethylsilyloxy-3,5-bis(4-methoxyphenyl)-5-oxopentanal

: 289503-64-6
(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 21.5h;
DOI:10.3987/COM-00-8907

Reference yield:

: 13139-86-1
4-methoxyphenyl magnesium bromide

: 289503-64-6
(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

Guidance literature:: Multi-step reaction with 6 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

5: 94 percent / NaIO₄ / methanol; H₂O / 2.5 h / 20 °C

6: 182 mg / LiAlH₄ / tetrahydrofuran / 21.5 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; acetonitrile; 1: Grignard reaction / 2: Etherification / 3: Grignard reaction / 4: Oxidation / 5: Oxidation / 6: Reduction;
DOI:10.3987/COM-00-8907

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 289503-64-6
(3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-bis-(4-methoxy-phenyl)-pentane-1,5-diol

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

2: 66 percent / tetrahydrofuran / 3.5 h / 20 °C

3: 70 percent / OsO₄; NMO / acetonitrile; H₂O / 43 h / 20 °C

4: 94 percent / NaIO₄ / methanol; H₂O / 2.5 h / 20 °C

5: 182 mg / LiAlH₄ / tetrahydrofuran / 21.5 h / 20 °C

With 1H-imidazole; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1: Etherification / 2: Grignard reaction / 3: Oxidation / 4: Oxidation / 5: Reduction;
DOI:10.3987/COM-00-8907