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

Base Information

Chemical Name:p-tolyl 2-O-levulinoyl-3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:1461749-38-1
Molecular Formula:C₂₄H₃₀O₁₀S
Molecular Weight:510.562
Hs Code.:

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

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Technology Process of p-tolyl 2-O-levulinoyl-3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside

There total 5 articles about p-tolyl 2-O-levulinoyl-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: 85.0%

: 1461749-36-9
p-tolyl 2-O-levulinoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 108-24-7
acetic anhydride

: 1461749-38-1
p-tolyl 2-O-levulinoyl-3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: p-tolyl 2-O-levulinoyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside; With acetic acid; In water; at 80 ℃; for 6h;

acetic anhydride; With pyridine; at 20 ℃; for 3h;
DOI:10.1002/ejoc.201300575

Reference yield:

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

: 1461749-38-1
p-tolyl 2-O-levulinoyl-3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 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

With dmap; tetrabutyl ammonium fluoride; [(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; 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

: 1461749-38-1
p-tolyl 2-O-levulinoyl-3, 4, 6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 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

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