(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

Chemical Name:(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole
CAS No.:163379-22-4
Molecular Formula:C₂₉H₄₆O₄
Molecular Weight:458.682
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

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Chemical Property of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

There total 3 articles about (3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[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: 94.0%

: 163212-21-3
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((Z)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

: 163379-22-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: With diphenyl sulfide; In 1,4-dioxane; cyclohexane; for 6h; Irradiation;
DOI:10.1016/S0040-4020(01)89265-6

Reference yield:

: 18685-18-2
3-O-benzyl-1,2-5,6-O-diisopropylidene-α-D-glucofuranose

: 163379-22-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 3 steps

1: H₅IO₆ / diethyl ether / 10 h / Ambient temperature

2: 1.) n-BuLi / 1.) hexane, THF, 30 min, 2.) hexane, THF, -40 deg C, 1 h, room temperature, 2 h

3: 94 percent / phenyl sulfide / cyclohexane; dioxane / 6 h / Irradiation

With n-butyllithium; diphenyl sulfide; periodic acid; In 1,4-dioxane; diethyl ether; cyclohexane;
DOI:10.1016/S0040-4020(01)89265-6

Reference yield:

: 23558-05-6
3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

: 163379-22-4
(3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((E)-pentadec-1-enyl)-tetrahydro-furo[2,3-d][1,3]dioxole

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) hexane, THF, 30 min, 2.) hexane, THF, -40 deg C, 1 h, room temperature, 2 h

2: 94 percent / phenyl sulfide / cyclohexane; dioxane / 6 h / Irradiation

With n-butyllithium; diphenyl sulfide; In 1,4-dioxane; cyclohexane;
DOI:10.1016/S0040-4020(01)89265-6