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

Base Information

Chemical Name:allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-β-D-glucopyranoside
CAS No.:131204-15-4
Molecular Formula:C₅₈H₇₇NO₃₂
Molecular Weight:1300.24
Hs Code.:

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

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

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

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

There total 6 articles about allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-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: 45.8%

: 3616-19-1,5328-50-7,5346-90-7,6291-42-5,6920-00-9,20764-63-0,20880-60-8,20880-65-3,22352-19-8,23973-20-8,32447-69-1,34213-32-6,53956-64-2,56907-29-0,56994-12-8,56994-13-9,57128-38-8,67650-36-6,68036-17-9,68036-19-1,78215-50-6,78215-51-7,79549-48-7,80446-82-8,85249-04-3,93221-83-1,93779-27-2,111407-83-1,111407-84-2,111407-85-3,120328-65-6,123809-59-6,132341-46-9,132341-47-0,132341-49-2,145307-94-4,52554-32-2
lactose octaacetate

: 131204-08-5
allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

: 131204-15-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; for 24h;
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

: 131204-15-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 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

6: 83.8 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / Ambient temperature

7: 45.8 percent / 4 Angstroem molecular sieves, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 24 h

With barium hydroxide octahydrate; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; barium(II) oxide; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(90)80134-O

Reference yield:

: 131204-04-1
allyl 2-acetamido-3-O-benzyl-2-deoxy-4,6-O-(4-methoxybenzylidene)-β-D-glucopyranoside

: 131204-15-4
allyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-6-O-<2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl>-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 97.2 percent / pyridinium p-toluenesulfonate / methanol / 0.17 h / Heating

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

3: 64.7 percent / 4 Angstroem molecular sieves / mercury(II) cyanide / nitromethane; toluene / 4 h / Ambient temperature

4: 83.8 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; H₂O / 3 h / Ambient temperature

5: 45.8 percent / 4 Angstroem molecular sieves, trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 24 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; mercury(II) cyanide; In methanol; nitromethane; dichloromethane; water; toluene;
DOI:10.1016/0008-6215(90)80134-O