allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Base Information

Chemical Name:allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
CAS No.:160593-15-7
Molecular Formula:C₇₉H₈₅NO₁₆
Molecular Weight:1304.54
Hs Code.:

allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Synonyms:allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Chemical Property of allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

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Technology Process of allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

There total 9 articles about allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-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: 95.0%

: 100-39-0
benzyl bromide

: 160593-14-6
C₇₂H₇₉NO₁₆

: 160593-15-7
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: With barium dihydroxide; barium(II) oxide; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/0008-6215(94)00189-8

Reference yield:

: 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

: 160593-15-7
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 30percent HBr/AcOH / CH₂Cl₂

2: HgO, HgBr₂, 3A molecular sieves / toluene; nitromethane / 1 h

3: Na, MeOH

4: 92 percent / zinc chloride / 8 h / Ambient temperature

5: NaH / dimethylformamide

6: 65 percent / 3A molecular sieves, NaCNBH₃, HCl / tetrahydrofuran

7: 54 percent / 3A molecular sieves, 1,1,3,3-tetramethylurea, trimethylsilyl triflate / 1,2-dichloro-ethane / 1.) reflux, 24 h, 2.) RT, 12 h

8: NaOMe / methanol

9: 95 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

With hydrogenchloride; methanol; barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; hydrogen bromide; sodium methylate; sodium; sodium hydride; sodium cyanoborohydride; acetic acid; tetramethylurea; mercury dibromide; mercury(II) oxide; zinc(II) chloride; barium(II) oxide; In tetrahydrofuran; methanol; nitromethane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/0008-6215(94)00189-8

Reference yield:

: 50256-34-3,97777-13-4,103136-39-6
allyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 160593-15-7
allyl O-(2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranosyl)-(1-4)-O-(2,3,6-tri-O-benzyl-β-D-galactopyranosyl)-(1-4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: Na, MeOH

2: 92 percent / zinc chloride / 8 h / Ambient temperature

3: NaH / dimethylformamide

4: 65 percent / 3A molecular sieves, NaCNBH₃, HCl / tetrahydrofuran

5: 54 percent / 3A molecular sieves, 1,1,3,3-tetramethylurea, trimethylsilyl triflate / 1,2-dichloro-ethane / 1.) reflux, 24 h, 2.) RT, 12 h

6: NaOMe / methanol

7: 95 percent / BaO, Ba(OH)2*8H₂O / dimethylformamide / Ambient temperature

With hydrogenchloride; methanol; barium dihydroxide; trimethylsilyl trifluoromethanesulfonate; 3 A molecular sieve; sodium methylate; sodium; sodium hydride; sodium cyanoborohydride; tetramethylurea; zinc(II) chloride; barium(II) oxide; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(94)00189-8