methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Base Information

Chemical Name:methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
CAS No.:216758-89-3
Molecular Formula:C₇₅H₇₈O₁₆
Molecular Weight:1235.43
Hs Code.:

methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Synonyms:methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Chemical Property of methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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Technology Process of methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

There total 13 articles about methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-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: 50.0%

: 132201-75-3
2,3,4,6-tetra-O-benzyl-D-glucopyranose trichloroacetimidate

: 216758-86-0
methyl (2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

: 216758-89-3
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; t-butyldimethylsiyl triflate; In diethyl ether; at -50 ℃; for 1.15h;
DOI:10.1080/07328309808001894

Reference yield: 11.0%

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3,65877-21-6
(2R,4aR,6S,7S,8R,8aR)-8-Benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 216758-65-5
phenyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-2-O-benzyl-4,6-O-benzylidene-α-D-thiomannopyranoside

: 216758-89-3
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at -35 ℃; for 16h;
DOI:10.1080/07328309808001894

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 216758-89-3
methyl (2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-3)-(2-O-benzyl-4,6-O-benzylidene-α-D-mannopyranosyl)-(1-2)-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: 69 percent / tetrafluoroboric acid / diethyl ether; dimethylformamide / 3 h / 20 °C

2.1: dibutyltin oxide / toluene / 4 h / Heating

2.2: 81 percent / tetrabutylammonium iodide / toluene / 5 h / Heating

3.1: 90 percent / NaH; tetrabutylammonium iodide / dimethylformamide / 48 h / 20 °C

4.1: 86 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 24 h / 20 °C

5.1: 92 percent / pyridine / 5 h / 20 °C

6.1: 60 percent / NIS; CF₃SO₃Ag / CH₂Cl₂ / 72 h / -35 °C

7.1: 94 percent / H₂O / triethylamine; methanol / 48 h / 20 °C

8.1: 50 percent / tert-butyldimethylsilyl trifluoromethanesulfonate; NIS / diethyl ether / 1.15 h / -50 °C

With N-iodo-succinimide; tetrafluoroboric acid; t-butyldimethylsiyl triflate; water; silver trifluoromethanesulfonate; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In pyridine; methanol; diethyl ether; dichloromethane; water; triethylamine; N,N-dimethyl-formamide; toluene; 1.1: Etherification / 2.1: Addition / 2.2: Alkylation / 3.1: Alkylation / 4.1: Hydrolysis / 5.1: Acetylation / 6.1: Condensation / 7.1: Deacetylation / 8.1: Condensation;
DOI:10.1080/07328309808001894