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

Base Information

Chemical Name:methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside
CAS No.:461658-85-5
Molecular Formula:C₅₆H₅₈Cl₄O₁₁
Molecular Weight:1048.88
Hs Code.:

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

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Chemical Property of methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

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

There total 6 articles about methyl 2,3,4,6-tetra(p-chlorobenzyl)-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: 83.0%

: 98-74-8
4-Nitrobenzenesulfonyl chloride

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

: (3S,4S,5R,6R)-3,4,5-Tris-(4-chloro-benzyloxy)-6-(4-chloro-benzyloxymethyl)-tetrahydro-pyran-2-ol

: 74426-45-2
2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->1)-2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranoside

: methyl 2,6-dibenzyl-3-methyl-4-(p-nitrophenylsulfonyl)-α-D-mannopyranoside

: 461658-85-5
methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: With silver trifluoromethanesulfonate; triethylamine; In dichloromethane; at -60 - 0 ℃; for 21h;
DOI:10.1246/bcsj.75.1301

Reference yield: 22.0%

: 27607-77-8
trimethylsilyl trifluoromethanesulfonate

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

: (3S,4S,5R,6R)-3,4,5-Tris-(4-chloro-benzyloxy)-6-(4-chloro-benzyloxymethyl)-tetrahydro-pyran-2-ol

: methyl 2,6-dibenzyl-3-methyl-4-trimethylsilyl-α-D-mannopyranoside

: trimethylsilyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranoside

: 461658-85-5
methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: With pyridine; In dichloromethane; at -50 - 0 ℃; for 8.5h;
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

: 461658-85-5
methyl 2,3,4,6-tetra(p-chlorobenzyl)-α-D-mannopyranosyl-(1->4)-2,6-dibenzyl-3-methyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 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: 83 percent / silver trifluoromethanesulfonate; triethylamine / CH₂Cl₂ / 21 h / -60 - 0 °C

With triethylsilane; silver trifluoromethanesulfonate; sodium hydride; di(n-butyl)tin oxide; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.75.1301