{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane
CAS No.:709044-00-8
Molecular Formula:C₂₆H₄₄O₄S₂Si
Molecular Weight:512.85
Hs Code.:

Synonyms:{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

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Chemical Property of {(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

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Technology Process of {(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

There total 7 articles about {(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane 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: 98.0%

: 664997-43-7
(E)-(2S,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-enal

: 149-73-5
trimethyl orthoformate

: 709044-00-8
{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: With methanol; toluene-4-sulfonic acid; at 20 ℃;
DOI:10.1016/j.tetlet.2003.10.130

Reference yield:

: 69152-87-0
4-benzyloxycrotonaldehyde

: 709044-00-8
{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 78.7 percent / CH₂Cl₂ / 0 °C

2.1: 96.7 percent / 2,6-lutidine / dimethylformamide / 24 h / 20 °C

3.1: 95.9 percent / LiBH₄ / diethyl ether; methanol; tetrahydrofuran / 0 °C

4.1: 95.8 percent / i-Pr₂NEt; Py*SO₂ / CH₂Cl₂; dimethylsulfoxide / 0.25 h / 0 °C

5.1: 97.8 percent / TsOH / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; lithium borohydride; N,N,N,N,-tetramethylethylenediamine; sulfur(IV) oxide * pyridine; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

Reference yield:

: 664997-39-1
1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-(2-methyl-[1,3]dithiolan-2-yl)-propan-1-one

: 709044-00-8
{(E)-(R)-4-Benzyloxy-1-[(S)-2,2-dimethoxy-1-(2-methyl-[1,3]dithiolan-2-ylmethyl)-ethyl]-but-2-enyloxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: TMEDA / CH₂Cl₂ / 2 h / 0 °C

1.2: 78.7 percent / CH₂Cl₂ / 0 °C

2.1: 96.7 percent / 2,6-lutidine / dimethylformamide / 24 h / 20 °C

3.1: 95.9 percent / LiBH₄ / diethyl ether; methanol; tetrahydrofuran / 0 °C

4.1: 95.8 percent / i-Pr₂NEt; Py*SO₂ / CH₂Cl₂; dimethylsulfoxide / 0.25 h / 0 °C

5.1: 97.8 percent / TsOH / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; lithium borohydride; N,N,N,N,-tetramethylethylenediamine; sulfur(IV) oxide * pyridine; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;