(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

Base Information

Chemical Name:(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol
CAS No.:423772-46-7
Molecular Formula:C₇₅H₁₁₀O₉Si₃
Molecular Weight:1239.95
Hs Code.:

(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

Synonyms:(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

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Chemical Property of (3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

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Technology Process of (3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

There total 10 articles about (3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol 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: 93.0%

: 76-83-5
trityl chloride

: 423772-45-6
(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-tetradecane-1,4-diol

: 423772-46-7
(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

Guidance literature:: With pyridine; at 50 ℃; for 13.5h;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 423772-46-7
(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 °C

2: HCl / H₂O; 1,2-dimethoxy-ethane / 20 °C

3: NaBH₄ / ethanol / 20 °C

4: 93 percent / pyridine / 13.5 h / 50 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; In 1,2-dimethoxyethane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 67680-46-0
<(3,4-dimethoxybenzyl)oxy>methyl chloride

: 423772-46-7
(3R,4R,5R,6R,9S,10S,11R,12S)-10,12-Bis-(tert-butyl-dimethyl-silanyloxy)-14-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-3,5,9,11-tetramethyl-1-trityloxy-tetradecan-4-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / i-Pr₂NEt / CH₂Cl₂ / 13 h / 20 °C

2: 90 percent / AcOH / tetrahydrofuran; H₂O / 20 °C

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 2.5 h / 0 °C

4: HCl / H₂O; 1,2-dimethoxy-ethane / 20 °C

5: NaBH₄ / ethanol / 20 °C

6: 93 percent / pyridine / 13.5 h / 50 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4020(01)01206-6