p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

Base Information

Chemical Name:p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside
CAS No.:676260-44-9
Molecular Formula:C₂₈H₃₀O₆S
Molecular Weight:494.609
Hs Code.:

Synonyms:p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

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Chemical Property of p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

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Technology Process of p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

There total 6 articles about p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside 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: 89.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 676260-43-8
p-methylphenyl 3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

: 676260-44-9
p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; for 3.5h;
DOI:10.1021/ol036390m

Reference yield:

: 106-45-6
para-thiocresol

: 676260-44-9
p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 676260-44-9
p-methylphenyl 4,6-O-benzylidene-3-O-p-methoxybenzyl-1-thio-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 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

With camphor-10-sulfonic acid; di(n-butyl)tin oxide; In toluene; acetonitrile;
DOI:10.1021/ol036390m