p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:1461749-10-9
Molecular Formula:C₄₆H₄₆O₁₅S
Molecular Weight:870.928
Hs Code.:

Synonyms:p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Chemical Property of p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Technology Process of p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

There total 7 articles about p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-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: 83.0%

: 1461749-39-2
p-tolyl 3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside

: 122037-30-3
(2R,3S,4S,5R,6R)-2-methyl-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate

: 1461749-10-9
p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: p-tolyl 3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside; (2R,3S,4S,5R,6R)-2-methyl-6-(2,2,2-trichloro-1-iminoethoxy)tetrahydro-2H-pyran-3,4,5-triyl tribenzoate; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Inert atmosphere; Molecular sieve;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201300575

Reference yield:

: 502763-89-5
4-methylphenyl 6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1461749-10-9
p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid / acetone / 2 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / Inert atmosphere

3.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 12 h / 20 °C

4.1: acetic acid / water / 6 h / 80 °C

4.2: 3 h / 20 °C

5.1: hydrazinium monoacetate / dichloromethane; methanol / 8 h / 20 °C

6.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / Inert atmosphere; Molecular sieve

6.2: 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrazinium monoacetate; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water; acetone;
DOI:10.1002/ejoc.201300575

Reference yield:

: 502763-90-8
4-methylphenyl 3,4-O-isopropylidene-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1461749-10-9
p-tolyl 2,3,4-tri-O-benzoyl-6-deoxy-β-D-galactopyranosyl-(1→2)-3,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 5 h / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 12 h / 20 °C

3.1: acetic acid / water / 6 h / 80 °C

3.2: 3 h / 20 °C

4.1: hydrazinium monoacetate / dichloromethane; methanol / 8 h / 20 °C

5.1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / Inert atmosphere; Molecular sieve

5.2: 0.5 h / 0 °C / Inert atmosphere; Molecular sieve

With dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrazinium monoacetate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1002/ejoc.201300575