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

Base Information

Chemical Name:(2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine
CAS No.:511274-42-3
Molecular Formula:C₂₂H₂₆O₅
Molecular Weight:370.445
Hs Code.:

Synonyms:(2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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Technology Process of (2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 8 articles about (2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-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: 91.0%

: 511274-48-9
(2R,4aR,6S,7R,8R,8aS)-6-Benzyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 74-88-4
methyl iodide

: 511274-42-3
(2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: In 1,2-dimethoxyethane; for 16h;
DOI:10.1021/jo051021k

Reference yield:

: 155590-31-1
(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)phenylmethane

: 511274-42-3
(2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / H₂ / Pd/C / ethanol / 5 h / 20 °C / 2280 - 3040 Torr

2.1: 70 percent / camphorsulfonic acid / dimethylformamide / 2 h / 20 °C

3.1: NaH / 1,2-dimethoxy-ethane / 0.5 h / 0 °C

3.2: 91 percent / 1,2-dimethoxy-ethane / 20 °C

With camphor-10-sulfonic acid; hydrogen; sodium hydride; palladium on activated charcoal; In 1,2-dimethoxyethane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.12.048

Reference yield:

: 4196-35-4
2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl bromide

: 511274-42-3
(2R,4aR,6S,7S,8R,8aR)-6-Benzyl-7,8-dimethoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / diethyl ether / 19 h

2: 99 percent / H₂ / Pd/C / ethanol / 2 h / 20 °C / 3040 Torr

3: 71 percent / 10-camphorsulfonic acid / dimethylformamide / 6 h / 110 °C

4: 91 percent / various solvent(s); 1,2-dimethoxy-ethane / 16 h

With (1S)-10-camphorsulfonic acid; hydrogen; palladium on activated charcoal; In 1,2-dimethoxyethane; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo051021k