6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

• Chemical Name: 6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
• CAS No.: 57032-39-0
• Molecular Formula: C₁₇H₂₂O₄
• Molecular Weight: 290.359

Synonyms:6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property of 6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property:

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Technology Process of 6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

There total 8 articles about 6-Benzyloxy-5-isopropenyl-2,2-dimethyl-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: 82.0%

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-6-enofuranos-5-ulose (41670-98-8) + Methylenetriphenylphosphorane (19493-09-5) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-methyl-α-D-xylo-hex-5-enofuranose (57032-39-0)

Guidance literature:

In tetrahydrofuran; hexane; 1.) -52 deg 1h, 2.) room temp. 31 h;

DOI:10.1016/0008-6215(87)80132-5

Reference yield: 80.0%

2-(6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propan-2-ol (99869-99-5) → 6-Benzyloxy-5-isopropenyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole (57032-39-0)

Guidance literature:

With dmap; methanesulfonyl chloride; triethylamine; In dichloromethane; for 1h; Ambient temperature;

Reference yield:

2-hexyltetrahydrofuran (3208-32-0) + hexane-ethyl ether + 3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-5-C-methyl-α-D-xylo-hex-5-enofuranose (57032-39-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran;

upstream raw materials:

3-O-benzyl-6-deoxy-1,2-O-isopropylidene-α-D-xylo-hept-6-enofuranos-5-ulose

Methylenetriphenylphosphorane

3-O-Benzyl-6-desoxy-1,2-O-isopropyliden-α-D-gluco-hexofuranose

(R)-2-[(3aR,5R,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]-2-hydroxyethyl 4-methylbenzenesulfonate

Downstream raw materials:

3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-C-methyl-β-L-idofuranose

[(S)-2-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-propoxy]-tert-butyl-dimethyl-silane

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