allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Base Information

Chemical Name:allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside
CAS No.:191589-28-3
Molecular Formula:C₄₆H₅₄N₂O₂₀
Molecular Weight:954.936
Hs Code.:

allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Synonyms:allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Chemical Property of allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

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Technology Process of allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

There total 5 articles about allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside 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: 73.0%

: 121512-94-5
O-ethyl S-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] dithiocarbonate

: 108-24-7
acetic anhydride

: 191589-27-2
allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 191589-28-3
allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: O-ethyl S-[methyl (5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosyl)onate] dithiocarbonate; allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside; With methylsulfenyl bromide; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; 1,2-dichloro-ethane; acetonitrile; at -60 ℃; for 1h;

acetic anhydride; With pyridine; for 16h;
DOI:10.1016/S0008-6215(97)00012-8

Reference yield:

: 89067-86-7
allyl 3-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside

: 191589-28-3
allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine; 4-dimethylaminopyridine / CH₂Cl₂ / 1.5 h / 0 °C

2.1: CH₂Cl₂; pyridine / 2 h / 20 °C

3.1: 486 mg / CH₂Cl₂; pyridine; dimethylformamide / 16 h

4.1: 83 percent / NaOMe; MeOH / 3 h / pH 9

5.1: 4 Angstroem molecular sieves; silver triflate; methylsulfenyl bromide / acetonitrile; CH₂Cl₂; 1,2-dichloro-ethane / 1 h / -60 °C

5.2: 73 percent / pyridine / 16 h

With pyridine; methanol; dmap; methylsulfenyl bromide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In pyridine; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Esterification / 2.1: Substitution / 3.1: Substitution / 4.1: Zemplen deacetylation / 5.1: Condensation / 5.2: Acetylation;
DOI:10.1016/S0008-6215(97)00012-8

Reference yield:

: 191589-26-1
allyl 4,6-di-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

: 191589-28-3
allyl (methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate)-(2->6)-4-O-acetyl-3-O-benzyl-2-deoxy-2-phthalimido-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 83 percent / NaOMe; MeOH / 3 h / pH 9

2.1: 4 Angstroem molecular sieves; silver triflate; methylsulfenyl bromide / acetonitrile; CH₂Cl₂; 1,2-dichloro-ethane / 1 h / -60 °C

2.2: 73 percent / pyridine / 16 h

With methanol; methylsulfenyl bromide; 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; In dichloromethane; 1,2-dichloro-ethane; acetonitrile; 1.1: Zemplen deacetylation / 2.1: Condensation / 2.2: Acetylation;
DOI:10.1016/S0008-6215(97)00012-8