benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

Base Information

Chemical Name:benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside
CAS No.:101973-53-9
Molecular Formula:C₃₅H₃₇N₃O₆
Molecular Weight:595.695
Hs Code.:

Synonyms:benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

There total 9 articles about benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside 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: 72.0%

: 100-39-0
benzyl bromide

: (2R,3R,4R,5R,6R)-5-Azido-6-benzyloxy-2-hydroxymethyl-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-ol

: 101973-53-9
benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;

Reference yield:

: 100-51-6,185532-71-2
benzyl alcohol

: 101973-53-9
benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Na, / 2.) toluene, RT; 30 min,

2: 78 percent / toluene-p-sulphonic acid, / dimethylformamide / 1.5 h / 60 °C

3: 1.) NaH, / 1.) DMF, 0 deg C, 1.5 h, 2.) DMF, RT; 1.5 h, 3.) MeOH, DMF, RT; 4 h,

4: 1.) 60percent acetic acid, 2.) NaH, / 1.) 100 deg C, 10 min, 2.) DMF, 0 deg C, 1 h, 3.) DMF, RT; 2 h,

With sodium; sodium hydride; toluene-4-sulfonic acid; acetic acid; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90139-3

Reference yield:

: 67673-39-6
3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide

: 101973-53-9
benzyl 2-azido-4,6-di-O-benzyl-2-deoxy-3-O-p-methoxybenzyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Ag₂O, molecular sieves 4A, 3.) NaOMe, / 1.) toluene, 0 deg C, 2 h, 2.) toluene, RT; overnight, 3.) MeOH, RT; overnight,

2: 78 percent / toluene-p-sulphonic acid, / dimethylformamide / 1.5 h / 60 °C

3: 1.) NaH, / 1.) DMF, 0 deg C, 1.5 h, 2.) DMF, RT; 1.5 h, 3.) MeOH, DMF, RT; 4 h,

4: 1.) 60percent acetic acid, 2.) NaH, / 1.) 100 deg C, 10 min, 2.) DMF, 0 deg C, 1 h, 3.) DMF, RT; 2 h,

With 4 A molecular sieve; sodium methylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; silver(l) oxide; In N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90139-3