3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

Base Information

Chemical Name:3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside
CAS No.:1192234-93-7
Molecular Formula:C₂₃H₂₃NO₂S
Molecular Weight:377.507
Hs Code.:

Synonyms:3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

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Chemical Property of 3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

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Technology Process of 3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

There total 7 articles about 3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside 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: 87.0%

: 1208260-35-8
3-(2-phenylbenzo[b]thiophen-3-yl)prop-2-ynyl 4-azido-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

: 1192234-93-7
3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

Guidance literature:: With water; triphenylphosphine; In tetrahydrofuran; Reflux; Inert atmosphere;
DOI:10.1016/j.carres.2009.10.010

Reference yield: 76.0%

: 1192235-31-6
propargyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

: 312612-64-9
3-iodo-2-phenyl[b]benzothiophene

: 1192234-93-7
3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

Guidance literature:: With piperidine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 20 ℃; Inert atmosphere;
DOI:10.1039/b909153j

Reference yield:

: 1192235-33-8
3-(2-phenyl-benzo[b]thiophen-3-yl)-prop-2-ynyl 4-O-acetyl-2,3,6-trideoxy-α-L-erythro-hexopyranoside

: 1192234-93-7
3-(2-phenyl-benzo[b]thiophene-3-yl)-prop-2-ynyl 4-amino-2,3,4,6-tetradeoxy-α-L-threo-hexopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / methanol / 20 °C / Inert atmosphere

2: di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; triphenylphosphine / tetrahydrofuran / -20 - 20 °C / Inert atmosphere

3: water; triphenylphosphine / tetrahydrofuran / Reflux; Inert atmosphere

With di-isopropyl azodicarboxylate; diphenyl phosphoryl azide; water; potassium carbonate; triphenylphosphine; In tetrahydrofuran; methanol; 2: Mitsunobu reaction / 3: Staudinger reaction;
DOI:10.1016/j.carres.2009.10.010