(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

Base Information

Chemical Name:(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol
CAS No.:165246-85-5
Molecular Formula:C₃₁H₄₂O₄Si
Molecular Weight:506.758
Hs Code.:

Synonyms:(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

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Chemical Property of (2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

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Technology Process of (2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

There total 18 articles about (2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-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: 92.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 165246-84-4
(2S,4R)-6-Benzyloxy-5,5-dimethyl-hexane-1,2,4-triol

: 165246-85-5
(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/0040-4039(94)88289-4

Reference yield:

: 111080-21-8
(S)-2-(2-Benzyloxy-1,1-dimethyl-ethyl)-oxirane

: 165246-85-5
(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / CuI / tetrahydrofuran / -20 - 20 °C

2: N-methylmorpholine oxide, OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / Ambient temperature

3: imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; copper(l) iodide; osmium(VIII) oxide; 4-methylmorpholine N-oxide; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
DOI:10.3987/COM-95-S64

Reference yield:

: 100-39-0
benzyl bromide

: 165246-85-5
(2S,4R)-6-Benzyloxy-1-(tert-butyl-diphenyl-silanyloxy)-5,5-dimethyl-hexane-2,4-diol

Guidance literature:: Multi-step reaction with 9 steps

1: NaH

2: AcOH / H₂O

3: NaH, p-TsCl

4: 99 percent / CuI / tetrahydrofuran / -23 deg C to room temperature

5: 1.) OsO₄, NMO, 2.) NaIO₄ / 1.) aq. acetone, t-BuOH, room temperature, 2.) aq. THF, room temperature

6: 67 percent / MsCl, Et₃N, i-Pr₂NEt / CH₂Cl₂ / Heating

7: CH₂Cl₂ / Ambient temperature

8: LiAlH₄ / tetrahydrofuran / Heating

9: 92 percent / imidazole / dimethylformamide / Ambient temperature

With 1H-imidazole; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; sodium hydride; acetic acid; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; p-toluenesulfonyl chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)88289-4