4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:319922-22-0
Molecular Formula:C₃₀H₃₂O₇
Molecular Weight:504.58
Hs Code.:

Synonyms:4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-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 4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of 4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 6 articles about 4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-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: 97.0%

: 100-39-0
benzyl bromide

: 319922-20-8
(2R,4aR,6R,7S,8R,8aR)-8-Allyloxy-6-(4-methoxy-phenoxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 319922-22-0,2160551-35-7
4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)01497-0

Reference yield:

: 17042-40-9
4-methoxyphenyl 2,3,4,6-tetra-O-acetyl-1-α-D-mannopyranoside

: 319922-22-0,2160551-35-7
4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 100 percent / NaOMe / methanol

2.1: Bu₂SnO / methanol

2.2: 52 percent / tetrabutylammonium bromide

3.1: 87 percent / p-TsOH / dimethylformamide

4.1: 97 percent / NaH / dimethylformamide

With sodium methylate; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; 1.1: Deacetylation / 2.1: stannylation / 2.2: allylation / 3.1: Etherification / 4.1: Etherification;
DOI:10.1016/S0040-4039(00)01497-0

Reference yield:

: 28541-75-5,12167-34-9
p-methoxyphenyl α-D-mannopyranoside

: 319922-22-0,2160551-35-7
4-methoxyphenyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Bu₂SnO / methanol

1.2: 52 percent / tetrabutylammonium bromide

2.1: 87 percent / p-TsOH / dimethylformamide

3.1: 97 percent / NaH / dimethylformamide

With sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; In methanol; N,N-dimethyl-formamide; 1.1: stannylation / 1.2: allylation / 2.1: Etherification / 3.1: Etherification;
DOI:10.1016/S0040-4039(00)01497-0