(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

Base Information

Chemical Name:(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate
CAS No.:63971-14-2
Molecular Formula:C₁₅H₁₉BrO₆
Molecular Weight:375.216
Hs Code.:

Synonyms:(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

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Chemical Property of (2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

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Technology Process of (2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

There total 6 articles about (2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl 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: 72.0%

: 93302-38-6
(2R,4aR,6S,7R,8R,8aR)-6,8-dimethoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-7-ol

: 63971-14-2
(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

: 1310721-40-4
C₁₅H₁₉BrO₇

Guidance literature:: With N-Bromosuccinimide; calcium carbonate; In tetrachloromethane; for 1h; Inert atmosphere; Reflux;
DOI:10.1039/c1cc11448d

Reference yield:

: 52260-49-8,52260-50-1,52260-51-2,54352-42-0,65877-20-5
Methyl-2-O-benzoyl-4,6-O-benzyliden-3-O-methyl-α-D-mannopyranosid

: 63971-14-2
(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

: 1310721-40-4
C₁₅H₁₉BrO₇

Guidance literature:: Multi-step reaction with 2 steps

1: methanol; sodium methylate / 2 h / 20 °C / Inert atmosphere

2: N-Bromosuccinimide; calcium carbonate / tetrachloromethane / 1 h / Inert atmosphere; Reflux

With methanol; N-Bromosuccinimide; sodium methylate; calcium carbonate; In tetrachloromethane;
DOI:10.1039/c1cc11448d

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 63971-14-2
(2S,3S,4R,5R,6S)-2-(bromomethyl)-5-hydroxy-4,6-dimethoxytetrahydro-2H-pyran-3-yl benzoate

: 1310721-40-4
C₁₅H₁₉BrO₇

Guidance literature:: Multi-step reaction with 4 steps

1.1: di(n-butyl)tin oxide / methanol; toluene / 3 h / Inert atmosphere; Reflux

1.2: 0.5 h / Inert atmosphere; Cooling with ice

2.1: 2,6-di-tert-butyl-pyridine; mercury(II) cyanide / dichloromethane / 36 h / Inert atmosphere; Reflux

3.1: methanol; sodium methylate / 2 h / 20 °C / Inert atmosphere

4.1: N-Bromosuccinimide; calcium carbonate / tetrachloromethane / 1 h / Inert atmosphere; Reflux

With methanol; N-Bromosuccinimide; 2,6-di-tert-butyl-pyridine; sodium methylate; mercury(II) cyanide; di(n-butyl)tin oxide; calcium carbonate; In methanol; tetrachloromethane; dichloromethane; toluene;
DOI:10.1039/c1cc11448d