(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

Base Information

Chemical Name:(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol
CAS No.:1335101-47-7
Molecular Formula:C₃₆H₆₀Br₂O₈S₂Si₂
Molecular Weight:900.979
Hs Code.:

Synonyms:(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

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Chemical Property of (5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

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Technology Process of (5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

There total 10 articles about (5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-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: 80.0%

: (5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5(Rs),12(Rs)-bis(p-tolylsulfinylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

: 1335101-47-7
(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1016/j.tet.2011.07.079

Reference yield:

: 1335101-42-2
tert-butyldimethyl((2S,3E,5E)-(1Ss)-(p-tolylsulfinyl)hepta-3,5-dien-2-yloxy)silane

: 1335101-47-7
(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

Guidance literature:: Multi-step reaction with 6 steps

1.1: water / toluene / 0.08 h / 20 °C

1.2: 2 h / 20 °C

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3.1: camphor-10-sulfonic acid / dichloromethane / 4 h / Inert atmosphere

4.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 96 h / Inert atmosphere; Reflux

5.1: platinum oxide on carbon; hydrogen / methanol; benzene / 24 h / 20 °C / 7500.75 Torr / Inert atmosphere

6.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

With Hoveyda-Grubbs catalyst second generation; platinum oxide on carbon; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1016/j.tet.2011.07.079

Reference yield:

: 1335101-40-0
(S,3E,5E)-1-((S)-p-tolylsulfinyl)hepta-3,5-dien-2-ol

: 1335101-47-7
(5R,6S,7S,10S,11S,12R)-6,11-dibromo-2,2,3,3,14,14,15,15-octamethyl-5,12-bis(tosylmethyl)-4,13-dioxa-3,14-disilahexadecane-7,10-diol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / dichloromethane / 0 - 20 °C / Inert atmosphere

2.1: water / toluene / 0.08 h / 20 °C

2.2: 2 h / 20 °C

3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4.1: camphor-10-sulfonic acid / dichloromethane / 4 h / Inert atmosphere

5.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 96 h / Inert atmosphere; Reflux

6.1: platinum oxide on carbon; hydrogen / methanol; benzene / 24 h / 20 °C / 7500.75 Torr / Inert atmosphere

7.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.33 h / 0 °C / Inert atmosphere

With 1H-imidazole; Hoveyda-Grubbs catalyst second generation; platinum oxide on carbon; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; water; hydrogen; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane; toluene; benzene;
DOI:10.1016/j.tet.2011.07.079