2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside
CAS No.:1469427-98-2
Molecular Formula:C₃₁H₂₉NO₁₀S
Molecular Weight:607.638
Hs Code.:

Synonyms:2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Chemical Property of 2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

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Technology Process of 2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

There total 5 articles about 2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-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: 61.0%

: 636-98-6
p-nitrobenzene iodide

: 1469427-88-0
2-naphthyl 3-O-propargyl-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

: 1469427-98-2
2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c3ob41422a

Reference yield:

: 263712-07-8
(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-2-ylthio)tetrahydro-2H-pyran-3,4,5-triol

: 1469427-98-2
2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: di(n-butyl)tin oxide / methanol / 3 h / Inert atmosphere; Reflux

1.2: 5 h / Inert atmosphere; Reflux

2.1: pyridine / 18 h / 20 °C / Inert atmosphere

3.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; di(n-butyl)tin oxide; triethylamine; In methanol; N,N-dimethyl-formamide; 3.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3ob41422a

Reference yield:

: 3068-32-4
1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

: 1469427-98-2
2-naphthyl 3-(3-(4-nitrophenyl)-2-propyn-1-hydroxy)-2,4,6-tri-O-acetyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate / ethyl acetate / 20 °C / Inert atmosphere

2.1: sodium methylate; methanol / 20 °C / pH 9 / Inert atmosphere

3.1: di(n-butyl)tin oxide / methanol / 3 h / Inert atmosphere; Reflux

3.2: 5 h / Inert atmosphere; Reflux

4.1: pyridine / 18 h / 20 °C / Inert atmosphere

5.1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 20 °C / Inert atmosphere

With pyridine; methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; di(n-butyl)tin oxide; sodium carbonate; triethylamine; In methanol; ethyl acetate; N,N-dimethyl-formamide; 5.1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3ob41422a