(1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate

Base Information

• Chemical Name: (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate
• CAS No.: 885322-72-5
• Molecular Formula: C₂₇H₃₆O₄Si
• Molecular Weight: 452.666

Synonyms:(1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate

Chemical Property of (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate

Chemical Property:

Purity/Quality:

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Technology Process of (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate

There total 8 articles about (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate 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: 99.0%

C31H46O4Si2 → (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate (885322-72-5)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 21h;

DOI:10.1021/acs.jnatprod.8b00732

Reference yield: 89.0%

(3S,5R)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butyldiphenylsilyl)oxy]oct-7-ene-5-yl acrylate (885322-71-4) → (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate (885322-72-5)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 20 ℃; for 7h;

DOI:10.1021/jo060028e

Reference yield: 89.0%

(1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-(tetrahydro-2H-2-pyranyloxy)butyl}-3-butenyl acrylate (1233956-54-1) → (1R)-1-{(2S)-2-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-4-hydroxybutyl}-3-butenyl acrylate (885322-72-5)

Guidance literature:

With ammonium chloride; In methanol; for 4h; Inert atmosphere; Reflux;

DOI:10.1055/s-0029-1219227

upstream raw materials:

(3S,5R)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butyldiphenylsilyl)oxy]oct-7-ene-5-yl acrylate

(3S)-3-[(tert-butyldiphenylsilyl)oxy]-5-[(tert-butyldimethylsilyl)oxy]hexanal

(3R)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butyldiphenylsilyl)oxy]hex-5-ene

(3S,5R)-1-[(tert-butyldimethylsilyl)oxy]-3-[(tert-butyldiphenylsilyl)oxy]oct-7-ene-5-ol

Downstream raw materials:

Acrylic acid (E)-(1R,3S)-1-allyl-3-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-7-oxo-9-phenyl-non-8-enyl ester

(1R,3R,8E)-1-allyl-3-[1-(tert-butyl)-1,1-diphenylsilyl]oxy-5,7-dioxo-9-phenyl-8-nonenyl acrylate

(1R)-1-{(2R)-4-oxo-6-[(E)-2-phenyl-1-ethenyl]-3,4-dihydro-2H-2-pyranylmethyl}-3-butenyl acrylate

(3R,5R)-3-[(tert-butyldimethylsilyl)oxy]oct-7-enal-5-yl acrylate

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