1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

Base Information

Chemical Name:1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne
CAS No.:849359-22-4
Molecular Formula:C₄₉H₄₇NO₇S
Molecular Weight:793.981
Hs Code.:

Synonyms:1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

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Chemical Property of 1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

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Technology Process of 1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

There total 3 articles about 1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne 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: 75.0%

: 61613-20-5
N-tosyl-2-iodoaniline

: 219864-05-8
3,7-anhydro-4,5,6,8-tetra-O-benzyl-1,1,2,2-tetradehydro-1,2-dideoxy-D-glycero-D-talooctitol

: 849359-22-4
1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

Guidance literature:: With triethylamine; triphenylphosphine; palladium diacetate; at 60 ℃; for 2.33333h;
DOI:10.1039/b414905j

Reference yield:

: 219864-03-6
trimethyl(((35,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)ethynyl)silane

: 849359-22-4
1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

Guidance literature:: Multi-step reaction with 2 steps

1: 450 mg / aq. n-Bu₄NF / tetrahydrofuran / 1 h / 20 °C

2: 75 percent / Ph₃P; Et₃N / Pd(OAc)2 / 2.33 h / 60 °C

With tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran;
DOI:10.1039/b414905j

Reference yield:

: 3866-62-4,3964-13-4,56822-48-1,56822-49-2,78136-22-8,80300-30-7,80300-97-6,83462-68-4,83462-69-5,94943-10-9
1-O-acetyl-2,3,4,6-tetra-O-benzyl-D-mannopyranose

: 849359-22-4
1-(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)-2-o-(p-toluenesulfoamidyl)phenylethyne

Guidance literature:: Multi-step reaction with 3 steps

1: TMSOTf / CH₂Cl₂ / 2 h / 0 °C

2: 450 mg / aq. n-Bu₄NF / tetrahydrofuran / 1 h / 20 °C

3: 75 percent / Ph₃P; Et₃N / Pd(OAc)2 / 2.33 h / 60 °C

With trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane;
DOI:10.1039/b414905j