(E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol

Base Information

• Chemical Name: (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol
• CAS No.: 158782-82-2
• Molecular Formula: C₂₆H₃₈O₄Si
• Molecular Weight: 442.671

Synonyms:(E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol

Chemical Property of (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol

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Technology Process of (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol

There total 2 articles about (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-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:

(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-one (158782-80-0) → (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol (158782-82-2)

Guidance literature:

With dimethylsulfide borane complex; bis(trifluoroethyl) n-butylboronate; (R)-α,α-diphenylprolinol; In tetrahydrofuran; at 0 ℃; for 0.5h; Yield given;

DOI:10.1021/jo970020s

Reference yield:

(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-one (158782-80-0) → (E)-(2S,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol (158782-81-1) + (E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol (158782-82-2)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; Product distribution; 1,2-reduction with various non-chiral reducing agents, very little asymmetric induction;

DOI:10.1016/S0040-4039(00)73467-8

Reference yield: 67.0%

(E)-(2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-ol (158782-82-2) → (2R,5S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hexan-2-ol

Guidance literature:

With hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)73467-8

upstream raw materials:

(E)-(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1,1-diethoxy-hex-3-en-2-one

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