[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

Base Information

Chemical Name:[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate
CAS No.:1456695-46-7
Molecular Formula:C₂₂H₂₆O₆
Molecular Weight:386.445
Hs Code.:

Synonyms:[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

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Chemical Property of [(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

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Technology Process of [(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

There total 1 articles about [(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate 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: 90.0%

: 1456695-45-6
{(4R,5R,6R)-5-(benzyloxy)-6-[(tert-butyldiphenylsilyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}methyl benzoate

: 1456695-46-7
[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 3h;
DOI:10.1016/j.tetlet.2013.07.164

Reference yield:

: 1456695-46-7
[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

: 1456695-47-8
{(4R,5S,6R)-5-(benzyloxy)-6-[(Z)-3-methoxy-3-oxoprop-1-enyl]-2,2-dimethyl-1,3-dioxan-4-yl}methyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2 h / -78 °C

2: sodium hydride / tetrahydrofuran / 1 h / -78 °C

With sodium hydride; In tetrahydrofuran; 1: |Swern Oxidation / 2: |Still-Gennary Z-Olefination;
DOI:10.1016/j.tetlet.2013.07.164

Reference yield:

: 1456695-46-7
[(4R,5S,6R)-5-(benzyloxy)-6-(hydroxylmethyl)-2,2-dimethyl-1,3-dioxan-4-yl]methyl benzoate

: 1239353-06-0
[(4R,4aS,8αR)-2,2-dimethyl-6-oxo-4,4α,6,8α-tetrahydropyron(3,2δ)(1,3)-dioxin-4-yl]methyl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1: 2 h / -78 °C

2: sodium hydride / tetrahydrofuran / 1 h / -78 °C

3: sodium; ammonia / tetrahydrofuran / 0.5 h / -30 °C

With ammonia; sodium; sodium hydride; In tetrahydrofuran; 1: |Swern Oxidation / 2: |Still-Gennary Z-Olefination;
DOI:10.1016/j.tetlet.2013.07.164