(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol

Base Information

• Chemical Name: (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol
• CAS No.: 1039034-35-9
• Molecular Formula: C₁₈H₂₆O₄
• Molecular Weight: 306.402

Synonyms:(2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol

Chemical Property of (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol

Chemical Property:

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Technology Process of (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol

There total 3 articles about (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-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: 96.0%

(3R,4R,5R,6R,7S)-7-(tert-butyldimethylsiloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene → (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol (1039034-35-9)

Guidance literature:

(3R,4R,5R,6R,7S)-7-(tert-butyldimethylsiloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h; Inert atmosphere;

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/ol801066y

Reference yield:

(3R,4R,5R,6R,7S)-7-(tert-butyldimethylsiloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene → (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol (1039034-35-9) + (3R,4R,5R,6R,7S)-7-hydroxy-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/ol801066y

Reference yield:

(3R,4R,5R,6R,7S)-7-(tert-butyldimethylsiloxy)-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene → (2R,3S,4S,5R,6S)-3,4,5,6-tetrahydro-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran-3-ol (1039034-35-9) + C18H26O4 (1039034-51-9) + (3R,4R,5R,6R,7S)-7-hydroxy-6-(4-methoxybenzyloxy)-3,5-dimethyl-3,4-epoxy-1-octene

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol801066y

Downstream raw materials:

C₂₄H₄₀O₄Si

(2R,3S,4R,5R,6S)-3,4,5,6-tetrahydro-3-(2-bromopropanoyloxy)-5-(4-methoxybenzyloxy)-2,4,6-trimethyl-2-vinyl-2H-pyran

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