allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Base Information

Chemical Name:allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside
CAS No.:131204-07-4
Molecular Formula:C₄₀H₅₁NO₁₆
Molecular Weight:801.842
Hs Code.:

Synonyms:allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Chemical Property of allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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Technology Process of allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

There total 6 articles about allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-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: 64.7%

: 131204-05-2
allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-β-D-glucopyranoside

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 131204-07-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: With 4 A molecular sieve; mercury(II) cyanide; In nitromethane; toluene; for 4h; Ambient temperature;
DOI:10.1016/0008-6215(90)80134-O

Reference yield:

: 54400-75-8,64650-83-5,88903-97-3,116347-86-5,140849-88-3,144300-01-6,54400-77-0
allyl 2-acetamido-2-deoxy-β-D-glucopyranoside

: 131204-07-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 92.2 percent / p-toluenesulfonic acid / dimethylformamide / 24 h / Ambient temperature

2: 98.5 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 12 h / Ambient temperature

3: 97.2 percent / pyridinium p-toluenesulfonate / methanol / 0.17 h / Heating

4: 1) dibutyltin oxide, 2) tetrabutylammonium iodide / 1) benzene, 3 h, reflux, 2) 45-50 deg C, 6 h

5: 64.7 percent / 4 Angstroem molecular sieves / mercury(II) cyanide / nitromethane; toluene / 4 h / Ambient temperature

With barium hydroxide octahydrate; 4 A molecular sieve; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; barium(II) oxide; mercury(II) cyanide; In methanol; nitromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)80134-O

Reference yield:

: 100-39-0
benzyl bromide

: 131204-07-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 98.5 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 12 h / Ambient temperature

2: 97.2 percent / pyridinium p-toluenesulfonate / methanol / 0.17 h / Heating

3: 1) dibutyltin oxide, 2) tetrabutylammonium iodide / 1) benzene, 3 h, reflux, 2) 45-50 deg C, 6 h

4: 64.7 percent / 4 Angstroem molecular sieves / mercury(II) cyanide / nitromethane; toluene / 4 h / Ambient temperature

With barium hydroxide octahydrate; 4 A molecular sieve; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; barium(II) oxide; mercury(II) cyanide; In methanol; nitromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)80134-O