(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

Base Information

Chemical Name:(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol
CAS No.:439217-23-9
Molecular Formula:C₄₃H₅₄O₆SSi
Molecular Weight:727.05
Hs Code.:

Synonyms:(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

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Chemical Property of (4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

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Technology Process of (4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

There total 7 articles about (4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-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: 71.0%

: 106356-53-0
B-allyldiisopinocampheylborane

: 439217-31-9
(S)-4-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentanal

: 439217-23-9
(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

Guidance literature:: B-allyldiisopinocampheylborane; (S)-4-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentanal; In diethyl ether; pentane; for 0.5h;

With dihydrogen peroxide; In phosphate buffer; diethyl ether; pentane; at 20 ℃; for 0.5h; Further stages.;
DOI:10.1021/ol026034o

Reference yield: 71.0%

: 439217-31-9
(S)-4-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentanal

: 439217-23-9
(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

Guidance literature:: In diethyl ether; pentane; at -100 ℃; for 0.5h;
DOI:10.1016/j.tet.2003.03.003

Reference yield:

: 439217-22-8
(S)-4-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-pentan-1-ol

: 439217-23-9
(4R,7S)-7-{(5R,7S)-3-Benzenesulfonyl-7-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-1,6-dioxa-spiro[4.5]deca-2,9-dien-2-yl}-oct-1-en-4-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / TPAP; NMO / CH₂Cl₂ / 0.5 h / 20 °C

2: 71 percent / diethyl ether; pentane / 0.5 h / -100 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In diethyl ether; dichloromethane; pentane; 2: Brown allylation;
DOI:10.1016/j.tet.2003.03.003