methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside
• CAS No.: 134659-74-8
• Molecular Formula: C₂₂H₂₁F₃O₉S
• Molecular Weight: 518.465

Synonyms:methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

Chemical Property:

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Technology Process of methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside

There total 8 articles about methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-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: 100.0%

trifluoromethylsulfonic anhydride (358-23-6) + methyl 2,3-di-O-benzoyl-6-deoxy-β-D-galactopyranoside (134645-97-9) → methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside (134659-74-8)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(00)85979-1

Reference yield:

methyl 6-deoxy-6-iodo-3,4-O-isopropylidene-β-D-galactopyranoside (95120-18-6) → methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside (134659-74-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: H₂; Et₂NH / Pd/C / ethyl acetate; petroleum ether

1.2: 71 percent / Et₃N / CH₂Cl₂

2.1: CH₃COOH / H₂O / 0.33 h / 100 °C

2.2: 86 percent / pyridine / CH₂Cl₂ / -50 - 20 °C

3.1: 87 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; hydrogen; acetic acid; diethylamine; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; Petroleum ether;

DOI:10.1071/CH03203

Reference yield:

methyl 2-O-benzoyl-6-deoxy-3,4-O-isopropylidene-β-D-galactopyranoside (123076-85-7) → methyl 2,3-di-O-benzoyl-6-deoxy-4-O-trifluoromethanesulfonyl-β-D-galactopyranoside (134659-74-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₃COOH / H₂O / 0.33 h / 100 °C

1.2: 86 percent / pyridine / CH₂Cl₂ / -50 - 20 °C

2.1: 87 percent / pyridine / CH₂Cl₂ / 0.33 h / 0 °C

With pyridine; acetic acid; In dichloromethane; water;

DOI:10.1071/CH03203

upstream raw materials:

trifluoromethylsulfonic anhydride

C₂₁H₂₂O₇

6-deoxy-L-galactose

methyl β-L-fucopyranoside

Downstream raw materials:

C₂₀H₁₉NO₆

(2R,3S,4S)-2-((R)-1-Hydroxy-ethyl)-1-oxy-3,4-dihydro-2H-pyrrole-3,4-diol

C₂₁H₂₃NO₇

C₂₁H₂₃NO₆

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