(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

Base Information

Chemical Name:(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol
CAS No.:163212-22-4
Molecular Formula:C₂₆H₄₂O₄
Molecular Weight:418.617
Hs Code.:

Synonyms:(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

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Chemical Property of (2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

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Technology Process of (2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

There total 4 articles about (2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol 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: 97.0%

: 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

: 163212-22-4
(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

Guidance literature:: With sulfuric acid; In 1,4-dioxane; for 4h; Heating;
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

: 163212-22-4
(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

Guidance literature:: Multi-step reaction with 4 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

4: 97 percent / 1N H₂SO₄ / dioxane / 4 h / Heating

With n-butyllithium; diphenyl sulfide; sulfuric acid; 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

: 163212-22-4
(2S,3R,4R,5R)-4-Benzyloxy-5-((E)-pentadec-1-enyl)-tetrahydro-furan-2,3-diol

Guidance literature:: Multi-step reaction with 3 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

3: 97 percent / 1N H₂SO₄ / dioxane / 4 h / Heating

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