(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

Base Information

Chemical Name:(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane
CAS No.:217944-59-7
Molecular Formula:C₃₂H₅₀O₄Si
Molecular Weight:526.832
Hs Code.:

Synonyms:(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

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Chemical Property of (4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

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Technology Process of (4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

There total 4 articles about (4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane 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: 62.0%

: 85272-31-7
di-tert-butylsilyl bis(trifluoromethanesulfonate)

: (2R,3S,4R,5S,6S)-1,7-Bis-benzyloxy-2,4,6-trimethyl-heptane-3,5-diol

: 217944-59-7
(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/S0040-4039(98)01846-2

Reference yield:

: 116546-78-2
(S)-1-benzyloxy-2-methylpentan-3-one

: 217944-59-7
(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / diethyl ether / 2 h / -22 °C

2: 2.) H₂O₂ / 1.) 2 h; 2.) MeOH-pH₇ buffer, 0 deg C to r.t., 2 h

3: 88 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / -23 °C

4: 62 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 20 °C

With 2,6-dimethylpyridine; dihydrogen peroxide; triethylamine; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(98)01846-2

Reference yield:

: 217944-58-6
(2S,4S,5S,6R)-1,7-Bis-benzyloxy-5-hydroxy-2,4,6-trimethyl-heptan-3-one

: 217944-59-7
(4S,5R,6S)-4-((S)-2-Benzyloxy-1-methyl-ethyl)-6-((R)-2-benzyloxy-1-methyl-ethyl)-2,2-di-tert-butyl-5-methyl-[1,3,2]dioxasilinane

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / -23 °C

2: 62 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / 20 °C

With 2,6-dimethylpyridine; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(98)01846-2