2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Base Information

Chemical Name:2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose
CAS No.:742102-78-9
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

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Chemical Property of 2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

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Technology Process of 2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

There total 4 articles about 2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose 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: 77.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 229473-28-3
2,3-dideoxy-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

: 742102-78-9
2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Guidance literature:: With (+)-10-camphorsulfonic acid; In acetonitrile; at 65 ℃;
DOI:10.1021/jm049927q

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 742102-78-9
2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂

2: 0.60 g / NaOMe / methanol

3: 77 percent / (+)-camphorsulfonic acid / acetonitrile / 65 °C

With sodium methylate; (+)-10-camphorsulfonic acid; triethylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm049927q

Reference yield:

: Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(tert-butoxycarbonylamino-methyl)-tetrahydro-pyran-3-yl ester

: 742102-78-9
2,3-dideoxy-5,7-O-benzylidene-1-{N-[(tert-butyloxycarbonyl)amino]methyl}-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 0.60 g / NaOMe / methanol

2: 77 percent / (+)-camphorsulfonic acid / acetonitrile / 65 °C

With sodium methylate; (+)-10-camphorsulfonic acid; In methanol; acetonitrile;
DOI:10.1021/jm049927q