(4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

• Chemical Name: (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS No.: 26295-65-8
• Molecular Formula: C₂₂H₃₄O₈
• Molecular Weight: 426.507

Synonyms:(4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property of (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property:

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Technology Process of (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 5 articles about (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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:

benzaldehyde dimethyl acetal (1125-88-8) → (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (26295-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / p-toluenesulfonic acid / dimethylformamide

2: p-toluenesulfonic acid / CH₂Cl₂ / 30 h

With toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)80712-0

Reference yield:

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol (617-04-9) → (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (26295-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 45 percent / p-toluenesulfonic acid / dimethylformamide

2: p-toluenesulfonic acid / CH₂Cl₂ / 30 h

With toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(00)80712-0

Reference yield:

(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (4148-58-7) + Triethyl orthoacetate (78-39-7) → (4aR,6S,7S,8S,8aR)-7,8-Bis-(1-ethoxy-ethoxy)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine (26295-65-8)

Guidance literature:

With toluene-4-sulfonic acid; In dichloromethane; for 30h;

DOI:10.1016/S0008-6215(00)80712-0

upstream raw materials:

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

Triethyl orthoacetate

benzaldehyde dimethyl acetal

(2R,3S,4S,5S,6S)-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-3,4,5-triol

Downstream raw materials:

methyl β-L-fucopyranoside

methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-(3-(2)H)-allopyranoside

methyl-2,3-di-O-acetyl-4,6-O-benzylidene-α-D-(3-(2)H)-altropyranoside

methyl-2,3-di-O-acetyl-4-O-benzoyl-6-bromo-6-desoxy-α-D-altropyranoside

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