(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

Base Information

Chemical Name:(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane
CAS No.:960211-36-3
Molecular Formula:C₂₉H₄₆O₂Si₂
Molecular Weight:482.854
Hs Code.:

Synonyms:(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

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Chemical Property of (S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

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Technology Process of (S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

There total 6 articles about (S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane 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: 97.0%

: 960211-35-2
(S)-5-(but-2-yn-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

: 960211-36-3
(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

Guidance literature:: With quinoline; hydrogen; In ethyl acetate; at 25 ℃; for 7h; under 760.051 Torr; stereoselective reaction;
DOI:10.1016/j.tet.2021.131953

Reference yield:

: 95337-97-6,110171-85-2,130659-83-5,95338-04-8
(R)-2-(2-(tert-butyldimethylsilyloxy)ethyl)oxirane

: 960211-36-3
(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 0 °C / Inert atmosphere

2.1: dmap / N,N-dimethyl-formamide / 18 h / 23 °C / Inert atmosphere

3.1: quinoline; hydrogen / ethyl acetate / 2 h / 23 °C / 760.05 Torr / Inert atmosphere

With quinoline; dmap; n-butyllithium; hydrogen; In tetrahydrofuran; hexane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja404578u

Reference yield:

: 960211-10-3
(S)-1-((tert-butyldimethylsilyl)oxy)hept-5-yn-3-ol

: 960211-36-3
(S,Z)-5-(but-2-en-1-yl)-2,2,9,9,10,10-hexamethyl-3,3-diphenyl-4,8-dioxa-3,9-disilaundecane

Guidance literature:: Multi-step reaction with 2 steps

1: dmap / N,N-dimethyl-formamide / 18 h / 23 °C / Inert atmosphere

2: quinoline; hydrogen / ethyl acetate / 2 h / 23 °C / 760.05 Torr / Inert atmosphere

With quinoline; dmap; hydrogen; In ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ja404578u