methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Base Information

Chemical Name:methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside
CAS No.:470667-87-9
Molecular Formula:C₃₂H₄₀O₁₇S
Molecular Weight:728.725
Hs Code.:

Synonyms:methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

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Technology Process of methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

There total 5 articles about methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-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: 74.0%

: 3908-55-2
Trimethyl(methylthio)silane

: 470667-86-8
1,4,6-tri-O-acetyl-2-O-benzoyl-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranose

: 470667-87-9
methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 6h;
DOI:10.1081/car-120004332

Reference yield:

: 98-88-4
benzoyl chloride

: 470667-87-9
methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-iodosuccinimide; trifluoromethanesulfonic acid; 4 Angstroem molecular sieves / CH₂Cl₂; diethyl ether / 0.33 h / -30 °C

1.2: 40 percent / pyridine / 2.33 h / 80 °C

2.1: H₂; AcOH / Pd/C / 32 h / 20 °C / 1725.14 Torr

3.1: 1.39 g / pyridine / 19 h / 20 °C

4.1: BF₃*Et₂O / toluene / 1 h / 20 °C

5.1: 74 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

With pyridine; N-iodo-succinimide; trifluorormethanesulfonic acid; 4 A molecular sieve; boron trifluoride diethyl etherate; hydrogen; acetic acid; palladium on activated charcoal; In diethyl ether; dichloromethane; toluene;
DOI:10.1081/car-120004332

Reference yield:

: 2-(trimethylsilyl)ethyl 2-O-benzoyl-4,6-di-O-benzylidene-3-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside

: 470667-87-9
methyl 4,6-di-O-acetyl-2-O-benzoyl-1-thio-3-O-(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: H₂; AcOH / Pd/C / 32 h / 20 °C / 1725.14 Torr

2: 1.39 g / pyridine / 19 h / 20 °C

3: BF₃*Et₂O / toluene / 1 h / 20 °C

4: 74 percent / BF₃*Et₂O / CH₂Cl₂ / 6 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; hydrogen; acetic acid; palladium on activated charcoal; In dichloromethane; toluene;
DOI:10.1081/car-120004332