tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane
CAS No.:380909-64-8
Molecular Formula:C₂₉H₄₀O₄Si
Molecular Weight:480.72
Hs Code.:

Synonyms:tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

There total 10 articles about tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-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: 100.0%

: 348084-48-0
tert-Butyl-[(S)-4-((4R,5R)-5-ethynyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

: 74-88-4
methyl iodide

: 380909-64-8
tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

Guidance literature:: With tert.-butyl lithium;
DOI:10.1021/ja0105055

Reference yield:

: 112897-09-3
(3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol

: 380909-64-8
tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1.1: 84 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 72 h

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 96 percent / PPh₃ / CH₂Cl₂ / -78 - 20 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 - -30 °C

3.2: tetrahydrofuran; hexane / 4 h / -78 - 20 °C

4.1: 96 percent / K₂CO₃ / methanol

5.1: 73 percent / AD Mix β; methanesulfonamide / H2O; 2-methyl-propan-2-ol / 72 h / 0 °C

6.1: 78 percent / pTSA / CH₂Cl₂ / 2 h

7.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

7.2: 100 percent / tetrahydrofuran; pentane / -78 - 20 °C

With n-butyllithium; 2,6-di-tert-butyl-4-methylpyridine; methanesulfonamide; tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; ozone; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; tert-butyl alcohol; pentane; 3.2: Wittig olefination / 5.1: Sharpless dihydroxylation;
DOI:10.1021/ja011604l

Reference yield:

: 348084-46-8
5-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-pentanal

: 380909-64-8
tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1.5 h / -78 - -30 °C

1.2: tetrahydrofuran; hexane / 4 h / -78 - 20 °C

2.1: 96 percent / K₂CO₃ / methanol

3.1: 73 percent / AD Mix β; methanesulfonamide / H2O; 2-methyl-propan-2-ol / 72 h / 0 °C

4.1: 78 percent / pTSA / CH₂Cl₂ / 2 h

5.1: t-BuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

5.2: 100 percent / tetrahydrofuran; pentane / -78 - 20 °C

With n-butyllithium; methanesulfonamide; tert.-butyl lithium; potassium carbonate; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; tert-butyl alcohol; pentane; 1.2: Wittig olefination / 3.1: Sharpless dihydroxylation;
DOI:10.1021/ja011604l