1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

Base Information

Chemical Name:1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose
CAS No.:848850-44-2
Molecular Formula:C₂₈H₃₃Cl₃N₄O₁₃
Molecular Weight:739.948
Hs Code.:

1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

Synonyms:1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

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Chemical Property of 1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

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Technology Process of 1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

There total 5 articles about 1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-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: 88.0%

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 67124-60-1
3,4,6-Tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl bromide

: 848850-44-2
1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

Guidance literature:: With silver trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tetasy.2004.11.053

Reference yield: 81.0%

: 1228176-38-2
C₂₇H₄₄Cl₃NO₉S

: 55682-57-0
1,6-anhydro-2-azido-3-O-benzyl-2-deoxy-β-D-glucopyranose

: 848850-44-2
1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 3h; stereoselective reaction; Molecular sieve;
DOI:10.1016/j.tetlet.2010.03.004

Reference yield:

: 848850-42-0
1,6-anhydro-2-azido-2-deoxy-3-O-benzyl-4-O-(tert-butyldimethylsilyl)-β-D-glucopyranose

: 848850-44-2
1,6-anhydro-2-deoxy-2-azido-3-O-benzyl-4-O-(3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranosyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / TBAF / tetrahydrofuran / 0 - 20 °C

2: 88 percent / AgOTf / CH₂Cl₂ / 0 - 20 °C

With tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2004.11.053