4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:142329-99-5
Molecular Formula:C₆₄H₆₃NO₁₅
Molecular Weight:1086.2
Hs Code.:

Synonyms:

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Chemical Property of 4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of 4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 14 articles about 4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-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: 6.0%

: 108-24-7
acetic anhydride

: C₆₂H₆₁NO₁₄

: 142329-99-5
4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

: 169237-18-7
4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-α-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: In tetrahydrofuran; methanol; for 1h; Yield given; Ambient temperature;
DOI:10.1246/bcsj.68.1449

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 142329-99-5
4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C

2: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, overnight

3: 83 percent / molecular sieves 3A, sodium cyanotrihydroborate, HCl / diethyl ether / 0.17 h / 0 °C

4: 1.) molecular sieves 3A, silver carbonate, silver zeolite / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 2 d

5: 1.) BH₃*THF / 1.) THF, from -10 deg C to RT, 2.5 h, 2.) THF, methanol, RT, 1 h

With hydrogenchloride; borane-THF; 3 A molecular sieve; silver zeolite; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; silver carbonate; In diethyl ether; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.68.2401

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 142329-99-5
4-methoxybenzyl O-(2-acetamido-3,4,6-tri-O-benzoyl-2-deoxy-β-D-mannopyranosyl)-(1<*>4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 84 percent / molecular sieves 3A, iodine, silver carbonate / diethyl ether / 24 h / Ambient temperature

2: 85 percent / sodium methoxide / methanol / 1 h / Ambient temperature

3: 77 percent / p-toluenesulfonic acid / dimethylformamide / 1 h / 60 °C

4: 1.) NaH / 1.) DMF, RT, 0.5 h, 2.) DMF, RT, overnight

5: 83 percent / molecular sieves 3A, sodium cyanotrihydroborate, HCl / diethyl ether / 0.17 h / 0 °C

6: 1.) molecular sieves 3A, silver carbonate, silver zeolite / 1.) CH₂Cl₂, RT, 1 h, 2.) CH₂Cl₂, RT, 2 d

7: 1.) BH₃*THF / 1.) THF, from -10 deg C to RT, 2.5 h, 2.) THF, methanol, RT, 1 h

With hydrogenchloride; borane-THF; 3 A molecular sieve; silver zeolite; iodine; sodium methylate; sodium hydride; sodium cyanoborohydride; toluene-4-sulfonic acid; silver carbonate; In methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.68.2401