(3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Base Information

• Chemical Name: (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole
• CAS No.: 1041433-40-2
• Molecular Formula: C₂₆H₃₂O₅
• Molecular Weight: 424.537

Synonyms:(3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Chemical Property of (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

Chemical Property:

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Technology Process of (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole

There total 1 articles about (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[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: 97.0%

benzyl chloride (100-44-7) + 1(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol (209849-11-6) → (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1041433-40-2)

Guidance literature:

1(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol; With sodium hydride; In parrafin oil; N,N-dimethyl-formamide; at 20 ℃;

benzyl chloride; In parrafin oil; N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ejoc.200800649

Reference yield: 98.0%

methanol (67-56-1) + (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1041433-40-2) → (3R,4R)-4-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2-methoxytetrahydrofuran-3-ol (1041433-41-3)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 3h;

DOI:10.1021/jo800693w

Reference yield: 98.0%

methanol (67-56-1) + (3aR,5R,6S,6aR)-6-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole (1041433-40-2) → (3R,4R)-4-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2-methoxytetrahydrofuran-3-ol (1093615-76-9)

Guidance literature:

With hydrogenchloride; at 20 ℃;

DOI:10.1002/ejoc.200800649

upstream raw materials:

benzyl chloride

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

Downstream raw materials:

(3R,4R)-4-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2-methoxytetrahydrofuran-3-ol

(3R,4R)-4-(benzyloxy)-5-((R)-1-(benzyloxy)pent-4-enyl)-2-methoxytetrahydrofuran-3-ol

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