(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Base Information

Chemical Name:(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol
CAS No.:184881-59-2
Molecular Formula:C₁₅H₂₀O₅
Molecular Weight:280.321
Hs Code.:

Synonyms:(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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Chemical Property of (3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

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Technology Process of (3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

There total 4 articles about (3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-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: 94.0%

: 184881-57-0
(3aR,5R,6aR)-5-Benzyl-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxole

: 184881-59-2
(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone;
DOI:10.1246/cl.1996.931

Reference yield:

: 63522-23-6
3-desoxy-1,2-O-isopropylidene-3-C-methylidene-α-D-erythro-pentodialdo-1,4-furanose

: 184881-59-2
(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / diethyl ether

2: 1.) NaH, imidazole, CS₂, MeI, 2.) n-Bu₃SnH, AIBN / 1.) THF, 2.) toluene

3: 94 percent / OsO₄, NMO / H₂O; acetone

With 1H-imidazole; carbon disulfide; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; methyl iodide; In diethyl ether; water; acetone;
DOI:10.1246/cl.1996.931

Reference yield:

: 100-58-3
phenylmagnesium bromide

: 184881-59-2
(3aR,5R,6S,6aR)-5-Benzyl-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / diethyl ether

2: 1.) NaH, imidazole, CS₂, MeI, 2.) n-Bu₃SnH, AIBN / 1.) THF, 2.) toluene

3: 94 percent / OsO₄, NMO / H₂O; acetone

With 1H-imidazole; carbon disulfide; osmium(VIII) oxide; N-methyl-2-indolinone; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium hydride; methyl iodide; In diethyl ether; water; acetone;
DOI:10.1246/cl.1996.931