5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

Base Information

Chemical Name:5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide
CAS No.:252210-08-5
Molecular Formula:C₄₃H₅₇N₅O₂₂
Molecular Weight:995.946
Hs Code.:

Synonyms:5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

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Chemical Property of 5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

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Technology Process of 5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

There total 10 articles about 5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide 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: 53.0%

: 252210-03-0
5-(azidomethyl)benzene-1,3-dicarbonyl dichloride

: 252210-05-2
(2R,3R,4S,5S,6S)-2-(acetoxymethyl)-6-(3-aminopropoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 252210-08-5
5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 25 ℃; for 16h;
DOI:10.1021/ja991729e

Reference yield:

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 252210-08-5
5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / TMSOTf / CH₂Cl₂ / 4 h / -30 - 0 °C

2: H₂ / DeGussa Pd/C / ethanol / 1.5 h

3: 53 percent / Et₃N / tetrahydrofuran / 16 h / 25 °C

With trimethylsilyl trifluoromethanesulfonate; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1: Condensation / 2: Reduction / 3: Acylation;
DOI:10.1021/ja991729e

Reference yield:

: 252210-04-1
(3-azidopropyl) 2,3,4,6-tetra-O-acetate-α-D-mannopyranoside

: 252210-08-5
5-azidomethyl-N,N'-bis[3-O-(2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl)propyl]benzene-1,3-dicarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: H₂ / DeGussa Pd/C / ethanol / 1.5 h

2: 53 percent / Et₃N / tetrahydrofuran / 16 h / 25 °C

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; 1: Reduction / 2: Acylation;
DOI:10.1021/ja991729e