6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

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Chemical Name:6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside
CAS No.:651007-97-5
Molecular Formula:C₅₂H₅₆N₄O₉Si
Molecular Weight:909.124
Hs Code.:

Synonyms:6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

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Chemical Property of 6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

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Technology Process of 6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

There total 3 articles about 6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside 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: 69.0%

: 874-60-2
4-methyl-benzoyl chloride

: 651007-96-4
6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 651007-97-5
6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: In pyridine; dichloromethane; at 0 ℃; for 20h;
DOI:10.1016/S0008-6215(03)00313-6

Reference yield:

: 87190-67-8
3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl-O-trichloroacetimidate

: 651007-97-5
6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / 0 °C

2: 100 percent / NaOMe / methanol; CH₂Cl₂ / 5 h / pH 8

3: 88 percent / pyridine; 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 16 h

4: 69 percent / pyridine; CH₂Cl₂ / 20 h / 0 °C

With pyridine; dmap; boron trifluoride diethyl etherate; sodium methylate; triethylamine; In pyridine; methanol; dichloromethane;
DOI:10.1016/S0008-6215(03)00313-6

Reference yield:

: 651007-95-3
6-azidohexyl 2-deoxy-2-phthalimido-β-D-glucopyranoside

: 651007-97-5
6-azidohexyl 6-O-tert-butyldiphenylsilyl-2-deoxy-3,4-di-O-methylbenzoyl-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / pyridine; 4-dimethylaminopyridine; Et₃N / CH₂Cl₂ / 16 h

2: 69 percent / pyridine; CH₂Cl₂ / 20 h / 0 °C

With pyridine; dmap; triethylamine; In pyridine; dichloromethane;
DOI:10.1016/S0008-6215(03)00313-6