(2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

Base Information

• Chemical Name: (2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one
• CAS No.: 148022-03-1
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304

Synonyms:(2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

Chemical Property of (2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

Chemical Property:

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Technology Process of (2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one

There total 3 articles about (2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one 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: 60.0%

(4aR,6R,8R,8aR)-6,8-Dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol → methyl 4,6-O-benzylidene-3-O-methyl-β-D-arabino-hexopyranos-2-uloside (29774-59-2,29774-60-5,65627-17-0,72308-62-4,74410-52-9,74410-54-1,148022-03-1)

Guidance literature:

With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 3h;

DOI:10.1039/c39800000561

Reference yield:

methyl 4,6-O-benzylidene-3-O-methyl-α-L-mannopyranoside → (2S,4aS,6R,8R,8aS)-6,8-Dimethoxy-2-phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-7-one (148022-03-1)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -60 deg C;

DOI:10.1016/S0040-4039(00)61633-7

Reference yield:

→ methyl 4,6-O-benzylidene-3-O-methyl-β-D-arabino-hexopyranos-2-uloside (29774-59-2,29774-60-5,65627-17-0,72308-62-4,74410-52-9,74410-54-1,148022-03-1)

Guidance literature:

entspr.2-Hydroxy-α,β-Anomerengemisch (I), (CH3)2SO, Ac2O;

Downstream raw materials:

(2S,4aS,6R,8S,8aR)-6,8-Dimethoxy-7-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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