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

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Chemical Name:(E)-(2S,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-enal
CAS No.:664997-43-7
Molecular Formula:C₂₄H₃₈O₃S₂Si
Molecular Weight:466.781
Hs Code.:

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

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Chemical Property of (E)-(2S,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-enal

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Technology Process of (E)-(2S,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-enal

There total 6 articles about (E)-(2S,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-enal 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: 96.0%

: 664997-42-6
(E)-(2R,3R)-6-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-en-1-ol

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

Guidance literature:: With pyridine-SO₃ complex; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1016/j.tetlet.2003.10.130

Reference yield:

: 69152-87-0
4-benzyloxycrotonaldehyde

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

Guidance literature:: Multi-step reaction with 4 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

With 2,6-dimethylpyridine; lithium borohydride; N,N,N,N,-tetramethylethylenediamine; sulfur(IV) oxide * pyridine; 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

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

Guidance literature:: Multi-step reaction with 4 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

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