8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

Base Information

Chemical Name:8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside
CAS No.:593283-95-5
Molecular Formula:C₅₆H₆₇N₃O₁₁
Molecular Weight:958.161
Hs Code.:

Synonyms:8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

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Chemical Property of 8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

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Technology Process of 8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

There total 7 articles about 8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside 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: 79.0%

: 130525-72-3
ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 593283-84-2
8-azidooctyl 2,3-di-O-benzyl-β-D-arabinofuranoside

: 593283-95-5
8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

Guidance literature:: With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1081/CAR-120021696

Reference yield:

: 100-39-0
benzyl bromide

: 593283-95-5
8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: NaH / dimethylformamide / 1 h / 0 - 20 °C

2: 1.05 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h

3: 79 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 1 h / 0 °C

With N-iodo-succinimide; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120025322

Reference yield:

: 593283-88-6
8-azidooctyl α/β-D-arabinofuranoside

: 593283-95-5
8-azidooctyl 5-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-di-O-benzyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 21 percent / pyridine / 10 h / 0 - 20 °C

2: NaH / dimethylformamide / 1 h / 0 - 20 °C

3: 1.05 g / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h

4: 79 percent / molecular sieves 4 Angstroem; N-iodosuccinimide; silver triflate / CH₂Cl₂ / 1 h / 0 °C

With pyridine; N-iodo-succinimide; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1081/CAR-120025322