(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene

Base Information

• Chemical Name: (S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene
• CAS No.: 857634-84-5
• Molecular Formula: C₁₉H₃₄OSi₂
• Molecular Weight: 334.649

Synonyms:(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene

Chemical Property of (S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene

Chemical Property:

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Technology Process of (S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene

There total 1 articles about (S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene 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: 94.0%

(E)-(S)-2-(Dimethyl-phenyl-silanyl)-pent-3-en-1-ol + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene (857634-84-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 1h;

DOI:10.1021/ol0506821

Reference yield: 80.0%

(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene (857634-84-5) + benzyloxyacetoaldehyde (60656-87-3) → (2S,3R,4S,5S)-[5-benzyloxymethyl-3-(dimethylphenylsilanyl)-4-methyltetrahydrofuran-2-yl]methanol (857634-90-3)

Guidance literature:

(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene; benzyloxyacetoaldehyde; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.75h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.75h;

DOI:10.1021/ol0506821

Reference yield: 45.0%

(S)-{[1-(tert-butyldimethylsilanyloxymethyl)-(E)-but-2-enyl]dimethylsilanyl}benzene (857634-84-5) + [1,3]dithian-2-yl-acetaldehyde (57688-55-8) → (2S,3R,4S,5R)-2-(tert-butyldimethylsilanyloxymethyl)-3-(dimethylphenylsilanyl)-5-[1,3]dithian-2-ylmethyl-4-methyltetrahydrofuran (857634-85-6)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - -45 ℃; for 1.5h;

DOI:10.1021/ol0506821

upstream raw materials:

tert-butyldimethylsilyl chloride

Downstream raw materials:

(2S,3R,4S,5S)-[5-benzyloxymethyl-3-(dimethylphenylsilanyl)-4-methyltetrahydrofuran-2-yl]methanol

(2S,3R,4S,5R)-2-(tert-butyldimethylsilanyloxymethyl)-3-(dimethylphenylsilanyl)-5-[1,3]dithian-2-ylmethyl-4-methyltetrahydrofuran

(2S,3R,4S,5S)-(5-benzyloxymethyl-2,4-dimethyltetrahydrofuran-3-yl)dimethylphenylsilane

((2S,3R,4S,5S)-5-Benzyloxymethyl-2-methoxymethyl-4-methyl-tetrahydro-furan-3-yl)-dimethyl-phenyl-silane

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