(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate

Base Information

• Chemical Name: (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate
• CAS No.: 1093240-30-2
• Molecular Formula: C₂₅H₃₆O₇
• Molecular Weight: 448.557
• Mol file: 1093240-30-2.mol

Synonyms:(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate

Chemical Property of (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate

There total 1 articles about (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate 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: 99.0%

(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-(4-methoxybenzyloxy)-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate (1093240-29-9) → (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate (1093240-30-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 12h; pH=7; aq. phosphate buffer; Inert atmosphere;

DOI:10.1021/ol8025439

Reference yield: 80.0%

4,4-dimethoxybutan-1-oic acid (35848-90-9) + (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate (1093240-30-2) → (2R,3R,4S,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-(4,4-dimethoxybutanoyloxy)-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate (1093240-31-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol8025439

upstream raw materials:

(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-(4-methoxybenzyloxy)-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate

Downstream raw materials:

(2R,3R,4S,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-(4,4-dimethoxybutanoyloxy)-tetrahydro-2H-pyran-3-yl 5,5-dimethoxypentanoate