(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

Base Information

Chemical Name:(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol
CAS No.:107941-15-1
Molecular Formula:C₂₉H₃₈O₆Si
Molecular Weight:510.703
Hs Code.:

Synonyms:(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

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Chemical Property of (E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

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Technology Process of (E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

There total 9 articles about (E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol 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:

: Acetic acid (E)-(R)-1-[(S)-(tert-butyl-diphenyl-silanyloxy)-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-4,4-dimethoxy-pent-2-enyl ester

: 107941-15-1
(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

Guidance literature:: With camphor-10-sulfonic acid; In water; acetone; for 1h; Yield given; Ambient temperature;
DOI:10.1021/ja00247a025

Reference yield:

: 107941-11-7
E-(2R,3R)-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-4,7-dione-1,2,3-triol, 7-dimethyl ketal

: 107941-15-1
(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / DIBAL / diethyl ether / 0.5 h / -78 °C

2: Et₃N, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

3: camphorosulfonic acid / acetone / 0.5 h / Ambient temperature

With dmap; camphor-10-sulfonic acid; diisobutylaluminium hydride; triethylamine; In diethyl ether; dichloromethane; acetone;

Reference yield:

: 104732-00-5
(E)-(1S,2R)-1-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5,5-dimethoxy-hex-3-en-2-ol

: 107941-15-1
(E)-(2R,3R,4R)-4-O-acetyl-3-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-5-octene-7-one-1,2,3,4-tetraol

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N, DMAP / CH₂Cl₂ / 3 h / Ambient temperature

2: camphorosulfonic acid / acetone / 0.5 h / Ambient temperature

With dmap; camphor-10-sulfonic acid; triethylamine; In dichloromethane; acetone;