(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Base Information

Chemical Name:(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane
CAS No.:562835-18-1
Molecular Formula:C₃₄H₃₈O₄Si
Molecular Weight:538.759
Hs Code.:

Synonyms:(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Suppliers and Price of (2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

There total 8 articles about (2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane 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:

: [(3R,4R,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-1,6-dioxa-spiro[4.5]dec-(2E)-ylidene]-acetaldehyde

: [(3R,4R,5R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-1,6-dioxa-spiro[4.5]dec-(2E)-ylidene]-acetaldehyde

: 562835-18-1
(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Guidance literature:: [(3R,4R,5R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-1,6-dioxa-spiro[4.5]dec-(2E)-ylidene]-acetaldehyde; With n-butyllithium; In hexane; at -78 ℃;

[(3R,4R,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-4-hydroxy-1,6-dioxa-spiro[4.5]dec-(2E)-ylidene]-acetaldehyde; In tetrahydrofuran; hexane; at -78 ℃;
DOI:10.1021/ol0300569

Reference yield:

: 92511-12-1
1-{[dimethyl(1,1-dimethylethyl)silyl]oxy}-4-iodobutane

: 562835-18-1
(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium / diethyl ether / 0.5 h / 20 °C

1.2: diethyl ether; CH₂Cl₂ / 0.33 h / -78 °C

2.1: 102 mg / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

3.1: p-toluenesulfonic acid; H₂O / tetrahydrofuran / 4 h / 20 °C

4.1: 23.0 mg / p-benzoquinone / Pd₂(dba)3*CHCl₃ / 48 h / 20 °C / 760 Torr

5.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

6.1: manganese dioxide / CH₂Cl₂ / 1 h / 20 °C

7.1: nBuLi / hexane / 0.5 h / -78 °C

7.2: tetrahydrofuran; hexane / 1 h / -78 - 0 °C

With manganese(IV) oxide; n-butyllithium; water; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; magnesium; p-benzoquinone; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.2: Grignard reaction / 2.1: Dess-Martin oxidation;
DOI:10.1021/jo050822k

Reference yield:

: 1027289-83-3
(3S,4R)-4-Benzyloxy-3-(tert-butyl-diphenyl-silanyloxy)-9-hydroxy-non-1-yn-5-one

: 562835-18-1
(2E,3R,4R,5R)-4-benzyloxy-3-(tert-butyldiphenylsiloxy)-2-propynylidene-1,6-dioxaspiro[4.5]decane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 23.0 mg / p-benzoquinone / Pd₂(dba)3*CHCl₃ / 48 h / 20 °C / 760 Torr

2.1: 92 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

3.1: manganese dioxide / CH₂Cl₂ / 1 h / 20 °C

4.1: nBuLi / hexane / 0.5 h / -78 °C

4.2: tetrahydrofuran; hexane / 1 h / -78 - 0 °C

With manganese(IV) oxide; n-butyllithium; diisobutylaluminium hydride; p-benzoquinone; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In hexane; dichloromethane;
DOI:10.1021/jo050822k