tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane
CAS No.:460348-27-0
Molecular Formula:C₂₈H₄₄O₅Si
Molecular Weight:488.74
Hs Code.:

Synonyms:tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

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Technology Process of tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

There total 8 articles about tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane 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: 72.0%

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

: 460348-26-9
(Z)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-[(4R,5S)-2,2-dimethyl-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolan-4-yl]-hex-2-en-1-ol

: 460348-27-0
tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

Guidance literature:: (Z)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-1-[(4R,5S)-2,2-dimethyl-5-(3-trimethylsilanyl-prop-2-ynyl)-[1,3]dioxolan-4-yl]-hex-2-en-1-ol; With potassium carbonate; In methanol; at 20 ℃; for 5h;

O-(4-methoxybenzyl)-trichloroacetimidate; With trifluorormethanesulfonic acid; In diethyl ether; at 20 ℃; for 4h;
DOI:10.1016/S0040-4039(02)00870-5

Reference yield:

: 150406-35-2
(S)-tert-butyldimethyl(pent-4-yn-2-yloxy)silane

: 460348-27-0
tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

1.2: 86 percent / I₂ / tetrahydrofuran

2.1: SiaBH / tetrahydrofuran / 3 h / -20 - 0 °C

2.2: 89 percent / AcOH / 3 h / 65 °C

3.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C

3.2: 56 percent / diethyl ether; pentane / -78 - 0 °C

4.1: K₂CO₃ / methanol / 5 h / 20 °C

4.2: 72 percent / CF₃SO₃H / diethyl ether / 4 h / 20 °C

With n-butyllithium; tert.-butyl lithium; bis-(1,2-dimethylpropyl)borane; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; hexane; pentane;
DOI:10.1016/S0040-4039(02)00870-5

Reference yield:

: 460348-36-1
tert-Butyl-((Z)-(S)-4-iodo-1-methyl-but-3-enyloxy)-dimethyl-silane

: 460348-27-0
tert-Butyl-[(Z)-(S)-5-((4S,5S)-2,2-dimethyl-5-prop-2-ynyl-[1,3]dioxolan-4-yl)-5-(4-methoxy-benzyloxy)-1-methyl-pent-3-enyloxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: t-BuLi / diethyl ether; pentane / 0.25 h / -78 °C

1.2: 56 percent / diethyl ether; pentane / -78 - 0 °C

2.1: K₂CO₃ / methanol / 5 h / 20 °C

2.2: 72 percent / CF₃SO₃H / diethyl ether / 4 h / 20 °C

With tert.-butyl lithium; potassium carbonate; In methanol; diethyl ether; pentane;
DOI:10.1016/S0040-4039(02)00870-5