4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-

Base Information

Chemical Name:4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-
CAS No.:668461-36-7
Molecular Formula:C59H86O7Si2
Molecular Weight:963.499
Hs Code.:

4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one,
9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl-
24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-

Synonyms:

Suppliers and Price of 4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-

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Chemical Property of 4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-

Chemical Property:

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Technology Process of 4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)-

There total 46 articles about 4,23-Dioxa-3,24-disilahexacosa-16,18-dien-11-one, 9,13-bis[(4-methoxyphenyl)methoxy]-2,2,3,3,6,10,22,25,25-nonamethyl- 24,24-diphenyl-, (6R,9S,10S,13S,16E,18Z,22S)- 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: 83.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 203387-45-5
(12E,14Z)-(2R,5S,6S,9S,18S)-1-(tert-Butyl-dimethyl-silanyloxy)-18-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-5-(4-methoxy-benzyloxy)-2,6-dimethyl-nonadeca-12,14-dien-7-one

: 668461-36-7
(2R,5S,6S,9S,12E,14Z,18S)-1-(tert-butyl(dimethyl)silyloxy)-18-(tert-butyl(diphenyl)silyloxy)-2,6-dimethyl-5,9-di-(p-methoxybenzyloxy)-nonadeca-12,14-dien-7-one

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; cyclohexane; at 0 - 20 ℃;
DOI:10.1021/jo035391p

Reference yield:

: 87696-33-1
(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

: 668461-36-7
(2R,5S,6S,9S,12E,14Z,18S)-1-(tert-butyl(dimethyl)silyloxy)-18-(tert-butyl(diphenyl)silyloxy)-2,6-dimethyl-5,9-di-(p-methoxybenzyloxy)-nonadeca-12,14-dien-7-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: NaH / tetrahydrofuran / 2 h

1.2: 75 percent / diethyl ether / 16 h / 22 °C

2.1: 83 percent / H₂; Raney nickel / methanol / 4500.36 Torr

3.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

4.1: triphenylphosphine; Zn / CH₂Cl₂ / 16 h / 20 °C

4.2: 75 percent / pyridine / CH₂Cl₂ / 2 h

5.1: 91 percent / Mg; 1,2-dibromoethane / tetrahydrofuran / Heating

6.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

6.2: LiBr / tetrahydrofuran; hexane / 0.33 h / 20 °C

6.3: 89 percent / tetrahydrofuran; hexane / 2 h / -78 °C

7.1: propionic acid / xylene / 2 h / Heating

8.1: 94 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

9.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

10.1: (+)-chlorodiisopinocampheylborane; triethylamine / tetrahydrofuran / 0.5 h / -78 °C

10.2: tetrahydrofuran / 3 h / -90 °C

11.1: 83 percent / camphorsulfonic acid / cyclohexane; CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; camphor-10-sulfonic acid; hydrogen; nickel; sodium hydride; diisobutylaluminium hydride; magnesium; propionic acid; ethylene dibromide; triethylamine; triphenylphosphine; B-chlorodiisopinocampheylborane; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; toluene; xylene; 1.1: Horner-Wadsworth-Simmons olefination / 7.1: Johnson-Claisen rearrangement;
DOI:10.1021/jo035391p

Reference yield:

: 203387-37-5
(5S)-5-(tert-butyl(diphenyl)silyloxy)-1-hexyne

: 668461-36-7
(2R,5S,6S,9S,12E,14Z,18S)-1-(tert-butyl(dimethyl)silyloxy)-18-(tert-butyl(diphenyl)silyloxy)-2,6-dimethyl-5,9-di-(p-methoxybenzyloxy)-nonadeca-12,14-dien-7-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: LiBr / tetrahydrofuran; hexane / 0.33 h / 20 °C

1.3: 89 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: propionic acid / xylene / 2 h / Heating

3.1: 94 percent / Zn; 1,2-dibromoethane; LiBr / CuBr / tetrahydrofuran / 2 h / Heating

4.1: 94 percent / DIBAL-H / diethyl ether; toluene / 2 h / -90 °C

5.1: (+)-chlorodiisopinocampheylborane; triethylamine / tetrahydrofuran / 0.5 h / -78 °C

5.2: tetrahydrofuran / 3 h / -90 °C

6.1: 83 percent / camphorsulfonic acid / cyclohexane; CH₂Cl₂ / 0 - 20 °C

With n-butyllithium; camphor-10-sulfonic acid; diisobutylaluminium hydride; propionic acid; ethylene dibromide; triethylamine; B-chlorodiisopinocampheylborane; lithium bromide; zinc; copper(I) bromide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; toluene; xylene; 2.1: Johnson-Claisen rearrangement;
DOI:10.1021/jo035391p