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

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Chemical Name:phenyl 4,6-O-benzylidene-2-O-allyl-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside
CAS No.:855306-29-5
Molecular Formula:C₃₀H₃₂O₆S
Molecular Weight:520.646
Hs Code.:

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

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

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

There total 1 articles about phenyl 4,6-O-benzylidene-2-O-allyl-3-O-p-methoxybenzyl-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: 96.0%

: 106-95-6
allyl bromide

: 168138-26-9
phenyl 4,6-O-benzylidene-3-O-(4-methoxybenzyl)-1-thio-α-D-mannopyranoside

: 855306-29-5
phenyl 4,6-O-benzylidene-2-O-allyl-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;
DOI:10.1021/ol050680g

Reference yield: 93.0%

: 855306-29-5
phenyl 4,6-O-benzylidene-2-O-allyl-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: 855306-30-8
phenyl 4,6-O-benzylidene-2-O-allyl-1-thio-α-D-mannopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; for 3h;
DOI:10.1021/ol050680g DOI:10.1021/jo0526789

Reference yield:

: 855306-29-5
phenyl 4,6-O-benzylidene-2-O-allyl-3-O-p-methoxybenzyl-1-thio-α-D-mannopyranoside

: methyl 2,3,6-tri-O-benzyl-4-O-(4,6-O-benzylidene-2-O-allyl-3-O-tert-butyldimethylsilyl-β-D-mannopyranosyl)-(1->4)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 93 percent / DDQ / CH₂Cl₂; H₂O / 3 h / 20 °C

2.1: 92 percent / imidazole / dimethylformamide / 12 h / 20 °C

3.1: 1-benzenesulfinyl piperidine; 2,4,6-tri-tert-butylpyrimidine; trifluoromethanesulfonic anhydride / CH₂Cl₂ / 0.5 h / -60 °C

3.2: CH₂Cl₂ / 2 h / -60 °C

With 1H-imidazole; 1-benzenesulfinyl piperidine; trifluoromethanesulfonic acid anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0526789