(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Base Information

Chemical Name:(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol
CAS No.:1001894-68-3
Molecular Formula:C₃₃H₄₀O₆Si
Molecular Weight:560.763
Hs Code.:

Synonyms:(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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Chemical Property of (3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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Technology Process of (3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

There total 4 articles about (3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol 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: 62.0%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 765274-02-0
β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate)

: 1001894-68-3
(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol0490680

Reference yield:

: 821-09-0
n-Pent-4-enyl alcohol

: 1001894-68-3
(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / 2,6-lutidine; tetra-n-butylammonium iodide / CH₂Cl₂ / 72 h / Heating

2: 75 percent / NaOMe / methanol; CH₂Cl₂ / 2 h / 20 °C

3: 62 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium methylate; tetra-(n-butyl)ammonium iodide; In methanol; dichloromethane;
DOI:10.1021/ol0490680

Reference yield:

: 765274-01-9
3,5-di-O-benzoyl-β-D-arabinofuranose 1,2-(pent-4-enyl orthobenzoate)

: 1001894-68-3
(3aS,5R,6R,6aS)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-2-pent-4-enyloxy-2-phenyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / NaOMe / methanol; CH₂Cl₂ / 2 h / 20 °C

2: 62 percent / DMAP / CH₂Cl₂ / 2 h / 20 °C

With dmap; sodium methylate; In methanol; dichloromethane;
DOI:10.1021/ol0490680