(2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol

Base Information

• Chemical Name: (2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol
• CAS No.: 80995-79-5
• Molecular Formula: C₂₂H₂₄O₈
• Molecular Weight: 416.428

Synonyms:(2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol

Chemical Property of (2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol

Chemical Property:

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Technology Process of (2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol

There total 3 articles about (2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-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: 72.0%

4,6-O-benzylidene-D-glucose (3006-41-5,20771-09-9,25152-90-3,97232-16-1,104022-77-7,113566-67-9,113566-68-0) → (4aS,6S,8aS)-2-((2R,4R,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol (76696-05-4,80995-79-5) + [2R,4R,5R]-5-hydroxy-2-phenyl-[1,3]dioxane-4-carbaldehyde (81577-69-7)

Guidance literature:

With sodium periodate; sodium hydrogencarbonate; In dichloromethane; water; Ambient temperature;

DOI:10.1016/0040-4039(88)85316-4

Reference yield: 69.0%

1,3-O-benzylidene D-arabitol (80924-06-7,53131-06-9) → (cyclic)-Bis(2,4-O-benzyliden-D-threose)-1,1':3,1'-Acetal (76696-05-4,80995-79-5)

Guidance literature:

With barium(II) acetate; In water; for 1h; Ambient temperature;

Reference yield:

(2R,3S,4R)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol (3999-31-3) + benzaldehyde (100-52-7) → (2R,4S,4aS,6S,8aR)-2-((2S,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-yl)-6-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxin-4-ol (80995-79-5)

Guidance literature:

Multistep reaction;

DOI:10.1016/0040-4039(80)80238-3

upstream raw materials:

4,6-O-benzylidene-D-glucose

(2R,3S,4R)-2-(hydroxymethyl)tetrahydrofuran-3,4-diol

benzaldehyde

1,3-O-benzylidene D-arabitol

Downstream raw materials:

1,3-(R)-O-benzylidene-D-threitol

(2S)-2-Phenyl-4H-1,3-dioxin-6-carbaldehyd

2,4-O-Benzyliden-3-O-methyl-D-threose-dimethylacetal

methyl (2S,4S,5R)-5-Hydroxy-2-phenyl-1,3-dioxane-4-carboxylate

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