p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

Base Information

Chemical Name:p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide
CAS No.:1333497-99-6
Molecular Formula:C₂₆H₃₀N₄O₁₂S₂
Molecular Weight:654.676
Hs Code.:

Synonyms:p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

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Chemical Property of p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

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Technology Process of p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

There total 5 articles about p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide 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: 56.0%

: 1333497-85-0
p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-iodo-1H-1,2,3-triazol-1-yl)benzenesulfonamide

: 107-19-7
propargyl alcohol

: 1333497-99-6
p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

Guidance literature:: propargyl alcohol; With copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-iodo-1H-1,2,3-triazol-1-yl)benzenesulfonamide; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 50 ℃; Inert atmosphere;
DOI:10.1021/jm200892s

Reference yield:

: 36326-86-0
4-azidobenzenesulfonamide

: 1333497-99-6
p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; copper(l) iodide; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

2.1: copper(l) iodide; triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 50 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2.1: Sonogashira coupling / 2.2: Sonogashira coupling;
DOI:10.1021/jm200892s

Reference yield:

: 83476-60-2
2,3,4,6-tetra-O-acetyl-S-(prop-2-ynyl)-1-thio-β-D-glucopyranoside

: 1333497-99-6
p-(4-{[2',3',4',6'-tetra-O-acetyl-β-D-glucopyranosyl]thiomethyl}-5-(3-hydroxyprop-1-ynyl)-1H-1,2,3-triazol-1-yl)benzenesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; copper(l) iodide; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C

2.1: copper(l) iodide; triethylamine / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 50 °C / Inert atmosphere

With N-Bromosuccinimide; copper(l) iodide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 2.1: Sonogashira coupling / 2.2: Sonogashira coupling;
DOI:10.1021/jm200892s