benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside
CAS No.:1342309-92-5
Molecular Formula:C₆₂H₇₁NO₁₃Si
Molecular Weight:1066.33
Hs Code.:

benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Synonyms:benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Chemical Property of benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

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Technology Process of benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

There total 3 articles about benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-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: 95.0%

: 1342309-91-4
benzyl 2-O-benzyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1342309-92-5
benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: With pyridine; at 20 ℃; for 2h;
DOI:10.1021/ja208390n

Reference yield:

: 80035-36-5
benzyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-beta-D-glucopyranoside

: 1342309-92-5
benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 2 h / -60 - 20 °C / Molecular sieve; Inert atmosphere

2: acetic acid / water / 6 h / 40 °C

3: pyridine / 2 h / 20 °C

With pyridine; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; acetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;
DOI:10.1021/ja208390n

Reference yield:

: 177943-74-7
methyl 2-O-benzyl-4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 1342309-92-5
benzyl 2-O-benzyl-6-O-tert-butyldimethylsilyl-3-O-p-methoxybenzyl-β-D-mannopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; 2,4,6-tri-tert-butylpyrimidine / dichloromethane / 2 h / -60 - 20 °C / Molecular sieve; Inert atmosphere

2: acetic acid / water / 6 h / 40 °C

3: pyridine / 2 h / 20 °C

With pyridine; 1-benzenesulfinyl piperidine; trifluoromethylsulfonic anhydride; acetic acid; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water;
DOI:10.1021/ja208390n