Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Base Information

Chemical Name:Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside
CAS No.:329783-79-1
Molecular Formula:C₄₄H₅₉NO₂₂
Molecular Weight:953.946
Hs Code.:

Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Synonyms:Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

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Chemical Property of Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

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Technology Process of Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

There total 6 articles about Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-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: 81.0%

: 108-24-7
acetic anhydride

: 1053637-40-3
(2S,4S,5R,6R)-4-Acetoxy-2-[(2R,3R,4S,5S,6R)-2-benzyloxy-6-(2,2-dimethyl-propionyloxymethyl)-3,5-dihydroxy-tetrahydro-pyran-4-yloxy]-5-diacetylamino-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 329783-79-1
Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: With pyridine; dmap; at 20 ℃; for 12h;
DOI:10.1002/1521-3765(20010119)7:2<356::AID-CHEM356>3.0.CO;2-E

Reference yield:

: 14897-51-9
Benzyl 3,4-O-isopropylidene-β-D-galactopyranoside

: 329783-79-1
Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 77 percent / pyridine / 12 h / 0 - 25 °C

2.1: 90 percent / aq. acetic acid / 1.5 h / 60 - 65 °C

3.1: NIS; 3 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 2 h / -65 - -60 °C

3.2: 66 percent / TfOH / CH₂Cl₂; acetonitrile / 6 h / -65 - -40 °C

4.1: 81 percent / pyridine; DMAP / 12 h / 20 °C

With pyridine; dmap; N-iodo-succinimide; 3 A molecular sieve; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1002/1521-3765(20010119)7:2<356::AID-CHEM356>3.0.CO;2-E

Reference yield:

: 139525-91-0
Benzyl 6-O-pivaloyl-β-D-galactopyranoside

: 329783-79-1
Benzyl [methyl (N-acetyl-5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-α-ulopyranosyl)onate]-(2->3)-6-O-pivaloyl-2,4-di-O-acetyl-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NIS; 3 Angstroem molecular sieves / CH₂Cl₂; acetonitrile / 2 h / -65 - -60 °C

1.2: 66 percent / TfOH / CH₂Cl₂; acetonitrile / 6 h / -65 - -40 °C

2.1: 81 percent / pyridine; DMAP / 12 h / 20 °C

With pyridine; dmap; N-iodo-succinimide; 3 A molecular sieve; In dichloromethane; acetonitrile;
DOI:10.1002/1521-3765(20010119)7:2<356::AID-CHEM356>3.0.CO;2-E