((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

Base Information

Chemical Name:((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol
CAS No.:1350556-19-2
Molecular Formula:C₁₆H₂₁NO₆
Molecular Weight:323.346
Hs Code.:

Synonyms:((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

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Chemical Property of ((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

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Technology Process of ((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

There total 11 articles about ((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol 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: 75.0%

: 1350556-15-8
methyl 6-formyl-2-benzyloxycarbonylamino-2-deoxy-3-O-methoxycarbonyl-α-D-glucopyranoside

: 1350556-19-2
((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

: 1350556-18-1
methyl 2-benzyloxycarbonylamino-4,5-dehydro-2,4-dideoxy-3-O-methoxycarbonyl-α-D-glucopyranoside

Guidance literature:: With sodium tetrahydroborate; ethanol; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1021/ol2027703

Reference yield:

: 1350556-11-4
methyl 2-benzyloxycarbonylamino-2-deoxy-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

: 1350556-19-2
((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

: 1350556-18-1
methyl 2-benzyloxycarbonylamino-4,5-dehydro-2,4-dideoxy-3-O-methoxycarbonyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 3 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

3: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3.25 h / 0 - 20 °C / Inert atmosphere

4: sodium tetrahydroborate; ethanol / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; ethanol; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol2027703

Reference yield:

: 1350556-13-6
methyl 2-benzyloxycarbonylamino-2-deoxy-4-O-mesyl-3-O-methoxycarbonyl-6-O-tert-butyldimethylsilyl-α-D-glucopyranoside

: 1350556-19-2
((2S,3R)-3-(carboxybenzylamino)-2,6-dimethoxy-2,3-dihydropyran-6-yl)methanol

: 1350556-18-1
methyl 2-benzyloxycarbonylamino-4,5-dehydro-2,4-dideoxy-3-O-methoxycarbonyl-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 16 h / 20 °C / Inert atmosphere

2: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 3.25 h / 0 - 20 °C / Inert atmosphere

3: sodium tetrahydroborate; ethanol / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

With sodium tetrahydroborate; ethanol; tetrabutyl ammonium fluoride; sulfur trioxide pyridine complex; acetic acid; triethylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ol2027703