phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside
CAS No.:159353-70-5
Molecular Formula:C₃₄H₃₄O₆S
Molecular Weight:570.706
Hs Code.:

Synonyms:phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

There total 12 articles about phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-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: 98.0%

: 824-94-2
p-methoxybenzyl chloride

: 158716-07-5
phenyl 3-O-benzyl-4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 159353-70-5
phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(94)02458-N

Reference yield: 83.0%

: 67-56-1
methanol

: phenyl 3-O-benzyl-4,6-O-benzylidene-2-O-p-chlorobenzyl-1-thio-α-D-mannopyranoside

: 159353-70-5
phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: With di-tert-butyl (2’,4’,6’-triisopropyl-3,6-dimethoxy-[1,1‘-biphenyl]-2-yl)phosphine; methanesulfonato(2-(di-tert-butylphosphino)-3-methoxy-6-methyl-2′,4′,6′-tri-isopropyl-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)palladium(II); sodium t-butanolate; In 1,4-dioxane; at 50 ℃; for 21h; Inert atmosphere;
DOI:10.1021/acs.orglett.6b02672

Reference yield:

: 159407-19-9
phenyl 4,6-O-benzylidene-1-thio-α-D-mannopyranoside

: 159353-70-5
phenyl 2-O-p-methoxybenzyl-3-O-benzyl-4,6-O-benzylidene-1-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-Bu₂SnO, 2.) CsF / 1.) toluene, reflux, 3 h, 2.) DMF, room temperature, 12 h

2: 94 percent / NaH / dimethylformamide; paraffin / 12 h / Ambient temperature

With sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In N,N-dimethyl-formamide; paraffin;
DOI:10.1016/S0040-4020(97)00360-8