methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Base Information

Chemical Name:methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside
CAS No.:461658-97-9
Molecular Formula:C₄₆H₅₆O₁₁
Molecular Weight:784.944
Hs Code.:

Synonyms:methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-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 methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

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Technology Process of methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

There total 7 articles about methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-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: 53.0%

: 187083-12-1
methyl 2,6-dibenzyl-3-methyl-α-D-mannopyranoside

: 4-allyl-2,6-dibenzyl-3-methyl-D-mannopyranose

: 461658-97-9
methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at -60 - 0 ℃; for 21h;
DOI:10.1246/bcsj.75.1301

Reference yield:

: 4148-58-7
(4aR,6S,7S,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 461658-97-9
methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-Bu₂SnO / methanol / 7 h / Heating

1.2: 13.6 g / molecular sieves 4 Angstroem powder / dimethylformamide / 24 h / 75 °C

2.1: 11.8 g / NaH / dimethylformamide / 2.5 h / 0 - 20 °C

3.1: 7.535 g / trifluoroacetic acid; triethylsilane / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 7.939 g / NaH / 2 h / 80 °C

5.1: 5.144 g / AcOH; aq H₂SO₄ / 1 h / 100 °C

6.1: 53 percent / p-nitrobenzenesulfonyl chloride; silver trifluoromethanesulfonate; DBU / CH₂Cl₂ / 21 h / -60 - 0 °C

With triethylsilane; sulfuric acid; silver trifluoromethanesulfonate; sodium hydride; di(n-butyl)tin oxide; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; 4-Nitrobenzenesulfonyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.75.1301

Reference yield:

: 52260-48-7
Methyl 4,6-O-benzylidene-3-O-methyl-α-D-mannopyranoside

: 461658-97-9
methyl 4-allyl-2,6-dibenzyl-3-methyl-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 11.8 g / NaH / dimethylformamide / 2.5 h / 0 - 20 °C

2: 7.535 g / trifluoroacetic acid; triethylsilane / CH₂Cl₂ / 0.5 h / 0 °C

3: 7.939 g / NaH / 2 h / 80 °C

4: 5.144 g / AcOH; aq H₂SO₄ / 1 h / 100 °C

5: 53 percent / p-nitrobenzenesulfonyl chloride; silver trifluoromethanesulfonate; DBU / CH₂Cl₂ / 21 h / -60 - 0 °C

With triethylsilane; sulfuric acid; silver trifluoromethanesulfonate; sodium hydride; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.75.1301