(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Base Information

Chemical Name:(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone
CAS No.:608535-11-1
Molecular Formula:C₂₁H₄₄O₄Si₂
Molecular Weight:416.749
Hs Code.:

Synonyms:(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Suppliers and Price of (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

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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 (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Chemical Property:

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Technology Process of (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

There total 5 articles about (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone 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:

: (3R,5R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-4-(3-hydroxy-propyl)-cyclohexanol

: 608535-11-1
(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Guidance literature:: With sodium periodate; In methanol; water; at 20 ℃; for 14h;
DOI:10.1021/jo034787y

Reference yield:

: methyl (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-(3-hydroxypropyl)cyclohexane-1-carboxylate

: 608535-11-1
(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Guidance literature:: methyl (3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-(3-hydroxypropyl)cyclohexane-1-carboxylate; With sodium tetrahydroborate;

With sodium periodate;
DOI:10.1055/s-2003-39908

Reference yield:

: 139356-32-4
methyl (1s_n,3R,4s_n,5R)-3,5-di[(tert-butyldimethylsilyl)oxy]-1-hydroxy-4-[(imidazol-1-ylthiocarbonyl)oxy]-cyclohexanecarboxylate

: 608535-11-1
(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-4-(3-hydroxypropyl)cyclohexanone

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60 percent / AIBN / benzene / 3 h / Heating

2.1: BH₃*THF / tetrahydrofuran / 2 h / 20 °C

2.2: NaOH; H₂O₂ / tetrahydrofuran; H₂O / 2 h / 20 °C

3.1: NaBH₄ / ethanol / 2 h / 20 °C

4.1: 31 mg / NaIO₄ / methanol; H₂O / 14 h / 20 °C

With sodium tetrahydroborate; sodium periodate; borane-THF; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; methanol; ethanol; water; benzene;
DOI:10.1021/jo034787y