(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole
CAS No.:1253800-18-8
Molecular Formula:C₂₀H₂₆O₅
Molecular Weight:346.423
Hs Code.:

Synonyms:(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

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Technology Process of (3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

There total 1 articles about (3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole 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:

: C₁₇H₂₀O₅

: 106-95-6
allyl bromide

: 1253800-19-9
(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1R)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

: 1253800-18-8
(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: C₁₇H₂₀O₅; allyl bromide; With ammonium chloride; In tetrahydrofuran; water; at 0 ℃; for 0.0833333h;

With zinc; In tetrahydrofuran; water; at 0 - 20 ℃;
DOI:10.1055/s-0029-1218828

Reference yield: 96.0%

: 1253800-18-8
(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

: 108-24-7
acetic anhydride

: 1253800-22-4
(3aR,5R,6R,6aR)-5-[(1S)-1-acetoxybut-3-enyl]-6-benzyloxy-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: In pyridine; at 20 ℃; for 12h;
DOI:10.1055/s-0029-1218828

Reference yield: 94.0%

: 1253800-18-8
(3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

: 100-39-0
benzyl bromide

: 1253800-20-2
(3aR,5R,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-benzyloxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole

Guidance literature:: (3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-5-vinyl-5-[(1S)-1-hydroxybut-3-enyl]tetrahydrofuro[2,3-d][1,3]dioxole; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.0833333h;

benzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1055/s-0029-1218828