methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Base Information

Chemical Name:methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside
CAS No.:132410-57-2
Molecular Formula:C₅₅H₇₅NO₃₁
Molecular Weight:1246.19
Hs Code.:

methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Synonyms:methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Chemical Property of methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

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Technology Process of methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

There total 18 articles about methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside 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: 42.7%

: 132410-49-2
methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-3-O-benzyl-2-deoxy-β-D-glucopyranoside

: 132410-56-1
1,2,3,6-tetra-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranose

: 132410-57-2
methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; In dichloromethane; at 25 ℃; for 24h;
DOI:10.1021/jo00010a037

Reference yield:

: 18404-75-6
benzyl O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1<*>4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 132410-57-2
methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1) Bu₂SnO, 2) Bu₄NI / 1) benzene, reflux, 6 h, 2) benzene, 40 deg C, 24 h

2: H₂ / Pd/C / ethanol; acetic acid / 24 h / 25 °C / 760 Torr

3: NaOAc / 0.08 h / Heating

4: 30percent HBr in AcOOH / 2 h / 0 °C

5: acetic acid / 2 h / 25 °C

6: 42.7 percent / 3 A molecular sieves, TMSOTf / CH₂Cl₂ / 24 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen bromide; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid;
DOI:10.1021/jo00010a037

Reference yield:

: 132410-50-5
benzyl 2,3,6-tri-O-acetyl-4-O-(2,6-di-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 132410-57-2
methyl 2-acetamido-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,4,6-tri-O-acetyl-3-O-methyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-3-O-benzyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C / ethanol; acetic acid / 24 h / 25 °C / 760 Torr

2: NaOAc / 0.08 h / Heating

3: 30percent HBr in AcOOH / 2 h / 0 °C

4: acetic acid / 2 h / 25 °C

5: 42.7 percent / 3 A molecular sieves, TMSOTf / CH₂Cl₂ / 24 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen bromide; hydrogen; sodium acetate; palladium on activated charcoal; In ethanol; dichloromethane; acetic acid;
DOI:10.1021/jo00010a037