![](/CAS/GIF/53008-65-4.gif)
Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside synthesis
- Product Name:Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside
- CAS Number:53008-65-4
- Molecular formula:C28H32O6
- Molecular Weight:464.55
![α-D-Glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-, 6-(2-nitrobenzeneacetate)](/CAS/20210305/GIF/1223405-93-3.gif)
1223405-93-3
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![Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside](/CAS/GIF/53008-65-4.gif)
53008-65-4
112 suppliers
$39.20/250MG
Yield:53008-65-4 84%
Reaction Conditions:
with ammonium chloride;zinc in tetrahydrofuran;methanol at 20; for 1 h;chemoselective reaction;Reagent/catalyst;Solvent;
Steps:
Deprotection of (2-nitrophenyl)acetate
Zn (26 mg, 0.398 mmol) and NH4Cl (12.8mg 0.24mmol) were added to the solution of methyl 2,3,4-tri-O-benzyl-6-O-(2-nitrophenyl)acetyl-α-D-glucopyranoside (50 mg, 0.079 mmol) in the mixture of THF (1.6 mL) and MeOH (0.4mL). The mixture was stirred for 1 h at rt. The mixture was diluted with CH2Cl2 (20 mL) and washed with 1 N aq. HCl, (10 mL) and with water (2 × 10 mL) the organic phase was dried(MgSO4), filtrated and concentrated. The product (A) was isolated after columnchromatography (hexane-EtOAc; 2:1) of the crude residue as a white solid (31 mg, 84 %)
References:
ágoston, Károly;ágoston, ágnes;Dorgan, Colin R.;Fügedi, Péter [Carbohydrate Research,2015,vol. 418,p. 98 - 103] Location in patent:supporting information
![α-D-Glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-6-O-2-propyn-1-yl-](/CAS/20210305/GIF/250127-77-6.gif)
250127-77-6
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![Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside](/CAS/GIF/53008-65-4.gif)
53008-65-4
112 suppliers
$39.20/250MG
![α-D-Glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-, chloroacetate (9CI)](/CAS/20210305/GIF/88154-14-7.gif)
88154-14-7
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![Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside](/CAS/GIF/53008-65-4.gif)
53008-65-4
112 suppliers
$39.20/250MG
![Benzyl bromide](/CAS/GIF/100-39-0.gif)
100-39-0
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$10.00/10g
![alpha-D-Methylglucoside](/CAS/GIF/97-30-3.gif)
97-30-3
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$17.00/25g
![Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside](/CAS/GIF/53008-65-4.gif)
53008-65-4
112 suppliers
$39.20/250MG
![α-D-Glucopyranoside, methyl 2,3,4-tris-O-(phenylmethyl)-, 6-acetate](/CAS/20210305/GIF/82231-38-7.gif)
82231-38-7
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![Methyl 2,3,4-tri-O-benzyl-alpha-D-glucopyranoside](/CAS/GIF/53008-65-4.gif)
53008-65-4
112 suppliers
$39.20/250MG