O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

Base Information

Chemical Name:O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate
CAS No.:616876-63-2
Molecular Formula:C₃₈H₃₉Cl₃N₄O₁₂
Molecular Weight:850.106
Hs Code.:

O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

Synonyms:O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

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Chemical Property of O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

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Technology Process of O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

There total 2 articles about O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate 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: 84.0%

: 545-06-2
trichloroacetonitrile

: methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate

: 616876-63-2
O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 0.75h;
DOI:10.1002/1099-0690(200107)2001:14<2727::aid-ejoc2727>3.0.co;2-8

Reference yield:

: 245109-90-4
allyl (2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-(1->4)-methyl-2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate

: 616876-63-2
O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1.1: H₂ / (1,5-cyclooctadiene)(MePh₂P)2Ir⁽¹⁺⁾*PF₆^(1-) / tetrahydrofuran / 3 h / 20 °C

1.2: 73 percent / iodine / tetrahydrofuran; H₂O / 0.17 h

2.1: 84 percent / DBU / CH₂Cl₂ / 0.75 h / 20 °C

With hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; In tetrahydrofuran; dichloromethane;
DOI:10.1002/1099-0690(200107)2001:14<2727::aid-ejoc2727>3.0.co;2-8

Reference yield: 63.0%

: 364378-92-7
allyl 6-O-acetyl-2-azido-3-O-benzyl-2-deoxy-α-D-glucopyranosyl-(1->4)-(methyl 2-O-acetyl-3-O-benzyl-α-L-idopyranosiduronate)

: 616876-63-2
O-(methyl 2-O-acetyl-4-O-(2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranosyl)-3-O-benzyl-α,β-L-idopyranosuronate) trichloroacetimidate

: 364378-96-1
C₇₀H₇₈N₆O₂₄

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -20 ℃; for 0.333333h;
DOI:10.1002/1099-0690(200107)2001:14<2727::aid-ejoc2727>3.0.co;2-8