phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside
CAS No.:667463-06-1
Molecular Formula:C₄₃H₅₁NO₁₉S
Molecular Weight:917.939
Hs Code.:

phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Synonyms:phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

There total 7 articles about phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-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:

: 19342-36-0
2,4,7,8,9-Penta-O-acetyl-N-acetyl-β-D-neuraminsaeure

: 667463-06-1
phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / N-methylimidazole; 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole / CH₂Cl₂ / 26 h / 20 °C

2: acetic acid; Bu₄NF*3H₂O / tetrahydrofuran / 30 h / 20 °C

3: pyridine / 24 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; tetrabutyl ammonium fluoride; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; acetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1023/A:1024803900642

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 667463-06-1
phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / (+/-)-camphor-10-sulfonic acid / 24 h / 20 °C

2: N-methylimidazole; 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole / CH₂Cl₂ / 4 h / 20 °C

3: hydrochloric acid / H₂O; CH₂Cl₂

4: pyridine / 24 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In dichloromethane; water;
DOI:10.1023/A:1024803900642

Reference yield:

: 270075-72-4
phenyl 1-thio-3,4-O-isopropylidene-6-O-(1-methoxyl-1-methylethyl)-β-D-galactopyranoside

: 667463-06-1
phenyl 2-O-(5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-β-D-galacto-non-2-ulopyranosonoyl)-6-O-benzoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: N-methylimidazole; 1-mesitylenesulfonyl-3-nitro-1,2,4-triazole / CH₂Cl₂ / 4 h / 20 °C

2: hydrochloric acid / H₂O; CH₂Cl₂

3: pyridine / 24 h / 20 °C

With pyridine; 1-methyl-1H-imidazole; hydrogenchloride; 1-(mesitylene-2-sulfonyl)-3-nitro-1H-1,2,4-triazole; In dichloromethane; water;
DOI:10.1023/A:1024803900642