p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside
CAS No.:676260-28-9
Molecular Formula:C₂₈H₂₉N₃O₅S
Molecular Weight:519.621
Hs Code.:

Synonyms:p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

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Chemical Property of p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

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Technology Process of p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

There total 8 articles about p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-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:

: 1125-88-8
benzaldehyde dimethyl acetal

: 676260-28-9
p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / camphorsulfonic acid / acetonitrile / 3.5 h

2: pyridine / CH₂Cl₂ / -15 - 20 °C

3: 537 mg / NaN₃ / dimethylformamide / 0 - 20 °C

With pyridine; sodium azide; camphor-10-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol036390m

Reference yield:

: 106-45-6
para-thiocresol

: 676260-28-9
p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 94 percent / t-BuOK / dimethylformamide; tetrahydrofuran / 3 h / 20 °C

2.1: 92 percent / NaOMe / methanol

3.1: Bu₂SnO / toluene / 6 h / Heating

3.2: 65 percent / tetra-n-butylammonium bromide / toluene / Heating

4.1: 89 percent / camphorsulfonic acid / acetonitrile / 3.5 h

5.1: pyridine / CH₂Cl₂ / -15 - 20 °C

6.1: 537 mg / NaN₃ / dimethylformamide / 0 - 20 °C

With pyridine; sodium azide; camphor-10-sulfonic acid; potassium tert-butylate; sodium methylate; di(n-butyl)tin oxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ol036390m

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 676260-28-9
p-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-p-methoxybenzyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: Bu₂SnO / toluene / 6 h / Heating

1.2: 65 percent / tetra-n-butylammonium bromide / toluene / Heating

2.1: 89 percent / camphorsulfonic acid / acetonitrile / 3.5 h

3.1: pyridine / CH₂Cl₂ / -15 - 20 °C

4.1: 537 mg / NaN₃ / dimethylformamide / 0 - 20 °C

With pyridine; sodium azide; camphor-10-sulfonic acid; di(n-butyl)tin oxide; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ol036390m