[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

Base Information

Chemical Name:[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone
CAS No.:127723-86-8
Molecular Formula:C₄₀H₅₄O₇Si
Molecular Weight:674.95
Hs Code.:

[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

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Chemical Property of [(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

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Technology Process of [(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

There total 38 articles about [(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone 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: 87.0%

: 127723-85-7
[2-((S)-6-{1-[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-vinyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-ethoxy]-tert-butyl-diphenyl-silane

: 127723-86-8,127760-86-5,127760-88-7,127760-89-8,127760-90-1
[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

Guidance literature:: With dimethylsulfide; ozone; In methanol; at -78 ℃;
DOI:10.1016/S0040-4039(01)89012-2

Reference yield: 80.0%

: 127723-86-8,127760-86-5,127760-88-7,127760-89-8,127760-90-1
[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

: 127723-86-8,127760-86-5,127760-88-7,127760-89-8,127760-90-1
[(4R,6R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(4S,6S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

Guidance literature:: With potassium carbonate; In methanol;
DOI:10.1016/S0040-4039(01)89012-2

Reference yield:

: 125975-53-3,147220-48-2,116996-54-4
(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

: 127723-86-8,127760-86-5,127760-88-7,127760-89-8,127760-90-1
[(R)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-{(S)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-methanone

Guidance literature:: Multi-step reaction with 6 steps

2: 97 percent / n-BuLi / tetrahydrofuran / -78 °C

3: 76 percent / n-BuLi, HMPA / tetrahydrofuran / -78 °C

4: aq. AcOH

5: CSA / CH₂Cl₂ / Ambient temperature

6: NBS, AgNO₃, 2,6-lutidine / acetonitrile; H₂O

With 2,6-dimethylpyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; camphor-10-sulfonic acid; silver nitrate; acetic acid; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/S0040-4039(01)89012-2