(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

Base Information

Chemical Name:(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane
CAS No.:1372785-63-1
Molecular Formula:C₃₂H₄₀O₃Si
Molecular Weight:500.753
Hs Code.:

Synonyms:(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

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Chemical Property of (2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

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Technology Process of (2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

There total 11 articles about (2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane 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: 76.0%

: 1372785-62-0
(2R,5S,6S)-5-(benzyloxy)-6-(2-(tert-butyldiphenylsilyloxy)ethyl)-tetrahydro-2H-pyran-2-carbaldehyde

: 19493-09-5
Methylenetriphenylphosphorane

: 1372785-63-1
(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2012.02.009

Reference yield:

: 1372785-57-3
(3S,4S)-1-(tert-butyldiphenylsilyloxy)-3-(4-methoxybenzyloxy)oct-7-en-4-ol

: 1372785-63-1
(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 °C

1.2: 5 h / 20 °C

2.1: ozone / dichloromethane / 0.25 h / -78 °C

2.2: -78 °C

3.1: benzene / 2 h / Reflux

4.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / 0 °C

4.2: 1 h / 20 °C

5.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C

6.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide / dichloromethane / 6 h / -20 - -10 °C / Molecular sieve

6.2: 3 h / -20 - 20 °C

7.1: sodium periodate / water; acetone / 0 - 20 °C

8.1: tetrahydrofuran / 2 h / 20 °C

With titanium(IV) isopropylate; sodium periodate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; water; sodium hydride; diisobutylaluminium hydride; ozone; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; hexane; dichloromethane; water; acetone; paraffin oil; benzene; 3.1: Wittig reaction / 6.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2012.02.009

Reference yield:

: 142561-88-4
(S)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 1372785-63-1
(2-((2S,3S,6R)-3-(benzyloxy)-6-vinyl-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

Guidance literature:: Multi-step reaction with 16 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 0 °C

1.2: 6 h / 20 °C

2.1: ozone / dichloromethane / 0.25 h / -78 °C

2.2: -78 °C

3.1: sodium tetrahydroborate / methanol / 0 - 20 °C

4.1: 1H-imidazole / dichloromethane / 0 - 20 °C

5.1: copper(II) choride dihydrate / acetonitrile / 0 - 20 °C

6.1: di(n-butyl)tin oxide; triethylamine / dichloromethane / 0.5 h / 20 °C

7.1: potassium carbonate / methanol / 1 h / 20 °C

8.1: magnesium / diethyl ether

8.2: 2 h / -40 - 20 °C

9.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 °C

9.2: 5 h / 20 °C

10.1: ozone / dichloromethane / 0.25 h / -78 °C

10.2: -78 °C

11.1: benzene / 2 h / Reflux

12.1: diisobutylaluminium hydride / hexane; dichloromethane / 1 h / 0 °C

12.2: 1 h / 20 °C

13.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 1 h / 20 °C

14.1: titanium(IV) isopropylate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide / dichloromethane / 6 h / -20 - -10 °C / Molecular sieve

14.2: 3 h / -20 - 20 °C

15.1: sodium periodate / water; acetone / 0 - 20 °C

16.1: tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; titanium(IV) isopropylate; sodium tetrahydroborate; sodium periodate; copper(II) choride dihydrate; L-(+)-diisopropyl tartrate; Cumene hydroperoxide; water; sodium hydride; diisobutylaluminium hydride; di(n-butyl)tin oxide; potassium carbonate; ozone; magnesium; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; acetone; acetonitrile; paraffin oil; benzene; 11.1: Wittig reaction / 14.1: Sharpless asymmetric epoxidation;
DOI:10.1016/j.tetasy.2012.02.009