(2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol

Base Information

• Chemical Name: (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol
• CAS No.: 500187-70-2
• Molecular Formula: C₁₅H₂₀O₅
• Molecular Weight: 280.321

Synonyms:(2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol

Chemical Property of (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol

Chemical Property:

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Technology Process of (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol

There total 1 articles about (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol 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:

(2S,4R,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-dihydro-furan-3-one → (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol (500187-70-2)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;

DOI:10.1021/jo051989g

Reference yield: 87.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol (500187-70-2) → tert-Butyl-[(2S,3R,4R,5R)-2-methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-yloxy]-dimethyl-silane (500187-71-3)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/ol027336t

Reference yield: 87.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S,3R,4S,5R)-2-Methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-ol (500187-70-2) → (1R,2R,3R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxy-3-(4-methoxy-benzyloxy)-hex-5-en-1-ol

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1021/jo051989g

Downstream raw materials:

tert-Butyl-[(2S,3R,4R,5R)-2-methoxy-4-(4-methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-3-yloxy]-dimethyl-silane

(1S,2S,4S,5S)-3-(4-methoxybenzyloxy)cyclooctane-1,2,4,5-tetraol

(1S,2S,3R,4S,5S)-3-(4-methoxybenzyloxy)-4-(tert-butyldimethylsilanyloxy)cyclooctane-1,2,5-triol

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