(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

Base Information

Chemical Name:(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol
CAS No.:188925-29-3
Molecular Formula:C₁₄H₂₀O₄
Molecular Weight:252.31
Hs Code.:

Synonyms:

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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,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

Chemical Property:

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Technology Process of (2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

There total 8 articles about (2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-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:

: 70369-46-9,421549-37-3
(2R,4S,5R)-4-hydroxymethyl-2-methyl-1,3-dioxan-5-ol

: 188925-29-3
(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / Et₃N, DMAP / CH₂Cl₂ / 1 h / Ambient temperature

2: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

3: 80 percent / diethyl ether / 1 h / -78 °C

4: 1.) trifluoroacetic acid, trifluoroacetic anhydride, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2.) CH₂Cl₂, 0 deg C, 5 min

5: 1.) NaH, 2.) nBu₄NI / 1.) THF, RT, 30 min, 2.) THF, RT, 90 min

With dmap; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(96)00540-X

Reference yield:

: 95870-62-5
(2R,4S,5R)-2-methyl-4-(trityloxymethyl)-1,3-dioxan-5-ol

: 188925-29-3
(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

2: 80 percent / diethyl ether / 1 h / -78 °C

3: 1.) trifluoroacetic acid, trifluoroacetic anhydride, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2.) CH₂Cl₂, 0 deg C, 5 min

4: 1.) NaH, 2.) nBu₄NI / 1.) THF, RT, 30 min, 2.) THF, RT, 90 min

With tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; triethylamine; trifluoroacetic acid; trifluoroacetic anhydride; In diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(96)00540-X

Reference yield:

: 183888-91-7
(2R,4S,5R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-[1,3]dioxan-5-ol

: 188925-29-3
(2R,4S,5R)-4-Benzyloxymethyl-2,5-dimethyl-[1,3]dioxan-5-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 87 percent / Dess-Martin periodinane / CH₂Cl₂ / 1 h / Ambient temperature

2: 80 percent / diethyl ether / 1 h / -78 °C

3: 92 percent / tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 0.5 h / Ambient temperature

4: 1.) NaH, 2.) nBu₄NI / 1.) THF, RT, 30 min, 2.) THF, RT, 90 min

With tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; Dess-Martin periodane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1016/S0957-4166(96)00540-X