(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol
CAS No.:350046-01-4
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

Synonyms:(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

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Technology Process of (2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

There total 8 articles about (2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-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: 91.0%

: 350046-00-3
(2R,4aR,6S,7R,8aS)-7-Benzyloxy-6-(3-benzyloxy-propyl)-6-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

: 350046-01-4
(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

Guidance literature:: With methanol; camphor-10-sulfonic acid; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 131310-58-2
(2S,3R)-3-[(2R,4S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2-methyl-oxirane-2-carbaldehyde

: 350046-01-4
(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / PhCO₂H / benzene / 20 °C

2: 97 percent / TBAF / tetrahydrofuran / 20 °C

3: 78 percent / PPTS / CH₂Cl₂ / 20 °C

4: 95 percent / hydrogen / Pd/C / methanol / 20 °C

5: 91 percent / LiAlH₄ / diethyl ether / 0 °C

6: 90 percent / KH / tetrahydrofuran / 0 °C

7: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

With methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; benzoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; benzene; 1: Wittig reaction;
DOI:10.1016/S0040-4039(01)00530-5

Reference yield:

: 350045-95-3
(E)-3-[(2R,3R)-3-((2R,4S,5R)-5-Hydroxy-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-methyl-oxiranyl]-acrylic acid methyl ester

: 350046-01-4
(2R,3S,5R,6S)-5-Benzyloxy-6-(3-benzyloxy-propyl)-2-hydroxymethyl-6-methyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / PPTS / CH₂Cl₂ / 20 °C

2: 95 percent / hydrogen / Pd/C / methanol / 20 °C

3: 91 percent / LiAlH₄ / diethyl ether / 0 °C

4: 90 percent / KH / tetrahydrofuran / 0 °C

5: 91 percent / CSA; MeOH / CH₂Cl₂ / 20 °C

With methanol; lithium aluminium tetrahydride; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; potassium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(01)00530-5