(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

Base Information

Chemical Name:(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone
CAS No.:163565-84-2
Molecular Formula:C₃₄H₅₇BrO₄Si₂
Molecular Weight:665.899
Hs Code.:

(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

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Chemical Property of (2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

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Technology Process of (2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

There total 7 articles about (2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone 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:

: 98-01-1
furfural

: 163565-84-2
(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 6 steps

1: nBuLi / -78 °C

2: 1) p-TsOH, 2) Et₃N / 2) Cl₃CCHO / 1) THF, H₂O

3: 43 percent / 96 h / Ambient temperature; porcine pancreatic lipase

4: 62 percent / guanidine

5: Et₃N, DMAP

6: 1) (2-thienyl)Cu(CN)Li

With dmap; n-butyllithium; toluene-4-sulfonic acid; guanidine nitrate; thien-2-yl(cyano)copper lithium; triethylamine; chloral;
DOI:10.1039/c39950000811

Reference yield:

: 72764-02-4
2,6-dibromophenol allyl ether

: 163565-84-2
(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 6 steps

1: nBuLi / -78 °C

2: 1) p-TsOH, 2) Et₃N / 2) Cl₃CCHO / 1) THF, H₂O

3: 43 percent / 96 h / Ambient temperature; porcine pancreatic lipase

4: 62 percent / guanidine

5: Et₃N, DMAP

6: 1) (2-thienyl)Cu(CN)Li

With dmap; n-butyllithium; toluene-4-sulfonic acid; guanidine nitrate; thien-2-yl(cyano)copper lithium; triethylamine; chloral;
DOI:10.1039/c39950000811

Reference yield:

: 170868-76-5
(2-Allyloxy-3-bromo-phenyl)-furan-2-yl-methanol

: 163565-84-2
(2S,3R,4R)-2-(2-Allyloxy-3-bromo-phenyl)-4-(tert-butyl-dimethyl-silanyloxy)-3-[(E)-(S)-3-(tert-butyl-dimethyl-silanyloxy)-oct-1-enyl]-cyclopentanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1) p-TsOH, 2) Et₃N / 2) Cl₃CCHO / 1) THF, H₂O

2: 43 percent / 96 h / Ambient temperature; porcine pancreatic lipase

3: 62 percent / guanidine

4: Et₃N, DMAP

5: 1) (2-thienyl)Cu(CN)Li

With dmap; toluene-4-sulfonic acid; guanidine nitrate; thien-2-yl(cyano)copper lithium; triethylamine; chloral;
DOI:10.1039/c39950000811