methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside
CAS No.:187142-84-3
Molecular Formula:C₇₇H₇₂N₂O₁₈
Molecular Weight:1313.42
Hs Code.:

methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Synonyms:methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

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Chemical Property of methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

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Technology Process of methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

There total 7 articles about methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-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: 65.0%

: 33639-77-9
perbenzyl fucosyl bromide

: 187142-82-1
methyl 6-O-benzyl-2-deoxy-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

: 187142-84-3
methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; tetraethylammonium bromide; In dichloromethane; N,N-dimethyl-formamide; for 144h;
DOI:10.1016/S0968-0896(96)00182-4

Reference yield:

: 100-52-7
benzaldehyde

: 187142-84-3
methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 96percent aq. HCO₂H / 3 h / Ambient temperature

2: 99 percent / pyridine / CH₂Cl₂ / 0.08 h

3: 81 percent / mol. sieves 4A, NIS, AgOTf / CH₂Cl₂; toluene / 0.33 h / -45 °C

4: 65 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 144 h

With pyridine; N-iodo-succinimide; formic acid; 4 A molecular sieve; tetraethylammonium bromide; silver trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00182-4

Reference yield:

: 97242-77-8
methyl 6-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 187142-84-3
methyl 6-O-benzyl-2-deoxy-3-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-4-O-(3-O-benzoyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / mol. sieves 4A, NIS, AgOTf / CH₂Cl₂; toluene / 0.33 h / -45 °C

2: 65 percent / Et₄NBr, mol. sieves 4A / CH₂Cl₂; dimethylformamide / 144 h

With N-iodo-succinimide; 4 A molecular sieve; tetraethylammonium bromide; silver trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0968-0896(96)00182-4