(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

Base Information

Chemical Name:(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol
CAS No.:727985-23-1
Molecular Formula:C₃₁H₅₈O₆Si₂
Molecular Weight:582.969
Hs Code.:

Synonyms:(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

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Chemical Property of (E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

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Technology Process of (E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

There total 5 articles about (E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol 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: 95.0%

: 692749-34-1
1-[(E)-(2R,5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,4-dimethyl-octa-3,7-dienyloxymethyl]-4-methoxy-benzene

: 727985-23-1
(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide;
DOI:10.1002/anie.200353348

Reference yield:

: 220213-54-7
(E)-(R)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-pent-2-en-1-ol

: 727985-23-1
(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / 2-iodylbenzoic acid

2: 93 percent / Bu₂BOTf; Et₃N

3: LiBH₄

4: 95 percent / OsO₄; 4-methylmorpholine 4-oxide

With osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; 2-iodoxybenzoic acid; 4-methylmorpholine N-oxide; triethylamine; 2: Evans aldol reaction;
DOI:10.1002/anie.200353348

Reference yield:

: 692749-33-0
(S)-3-[(E)-(2S,3S,6R)-3-Hydroxy-7-(4-methoxy-benzyloxy)-4,6-dimethyl-2-vinyl-hept-4-enoyl]-4-isopropyl-oxazolidin-2-one

: 727985-23-1
(E)-(3S,4S,7R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(tert-butyl-dimethyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5,7-dimethyl-oct-5-ene-1,2-diol

Guidance literature:: Multi-step reaction with 4 steps

1: LiBH₄

2: 95 percent / OsO₄; 4-methylmorpholine 4-oxide

With osmium(VIII) oxide; lithium borohydride; 4-methylmorpholine N-oxide;
DOI:10.1002/anie.200353348