methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside
CAS No.:362608-66-0
Molecular Formula:C₆₁H₇₀O₁₄
Molecular Weight:1027.22
Hs Code.:

Synonyms:methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

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Chemical Property of methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

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Technology Process of methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

There total 16 articles about methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-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: 79.0%

: 362608-64-8
methyl 6-O-benzyl-4-O-(p-methoxybenzyl)-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(2'-O-(p-methoxybenzyl)-4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

: 362608-66-0
methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: With ammonium cerium(IV) nitrate; In acetonitrile; at 20 ℃; for 1.5h;
DOI:10.1560/YXQT-2JJU-YLAA-L04Q

Reference yield:

: 100-39-0
benzyl bromide

: 362608-66-0
methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / sodium hydride / dimethylformamide / 1 h / 20 °C

2: di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / 0.5 h

3: 93 percent / sodium methoxide; MeOH / 2 h / 20 °C

4: 83 percent / 2,6-di-tert-O-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

5: 79 percent / aq. ceric ammonium nitrate / acetonitrile / 1.5 h / 20 °C

With methanol; di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; 2,6-di-O-tert-butyl-4-methylpyridine; sodium methylate; sodium hydride; methyl trifluoromethanesulfonate; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1560/YXQT-2JJU-YLAA-L04Q

Reference yield:

: 82185-80-6
methyl 2,3-O-isopropylidene-6-O-benzyl-α-D-mannopyranoside

: 362608-66-0
methyl 6-O-benzyl-2-O-(2'',3'',4'',6''-tetra-O-benzyl-α-D-galactopyranosyl)-3-O-(4'-O-benzyl-3',6'-dideoxy-α-D-xylo-hexopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium hydride / dimethylformamide / 0.33 h

1.2: 91 percent / dimethylformamide / 2 h / 0 °C

2.1: 81 percent / 48 percent aq. HBF₄ / methanol / 48 h / 0 - 20 °C

3.1: camphorsulphonic acid / CHCl₃

3.2: 88 percent / 80 percent aq. AcOH / 1 h / 20 °C

4.1: di-tert-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / 0.5 h

5.1: 93 percent / sodium methoxide; MeOH / 2 h / 20 °C

6.1: 83 percent / 2,6-di-tert-O-butyl-4-methylpyridine; methyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h / 0 °C

7.1: 79 percent / aq. ceric ammonium nitrate / acetonitrile / 1.5 h / 20 °C

With methanol; tetrafluoroboric acid; di-tert-butyl-4-methylpyridine; ammonium cerium(IV) nitrate; 2,6-di-O-tert-butyl-4-methylpyridine; camphor-10-sulfonic acid; sodium methylate; sodium hydride; methyl trifluoromethanesulfonate; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1560/YXQT-2JJU-YLAA-L04Q