phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

Base Information

Chemical Name:phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside
CAS No.:1351452-44-2
Molecular Formula:C₃₇H₃₅N₃O₄Se
Molecular Weight:664.663
Hs Code.:

Synonyms:phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

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Chemical Property of phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

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Technology Process of phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

There total 2 articles about phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside 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: 95.0%

: 1351452-43-1
phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-seleno-α-D-galactopyranoside

: 939-26-4
2-bromomethylnaphthyl bromide

: 1351452-44-2
phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1.5h; Inert atmosphere;
DOI:10.1002/anie.201103483

Reference yield:

: 166828-39-3
C₂₆H₂₅N₃O₄Se

: 1351452-44-2
phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: triethylsilane; trifluoroacetic acid / dichloromethane / 5 h / 0 °C / Molecular sieve; Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

With triethylsilane; sodium hydride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201103483

Reference yield: 78.0%

: 1351452-44-2
phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside

: 76-02-8
trifluoroacetyl chloride

: 1351452-45-3
phenyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranoside

Guidance literature:: phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-α-D-galactopyranoside; With trimethylphosphane; In tetrahydrofuran; water; at 0 ℃; for 2h; Inert atmosphere;

trifluoroacetyl chloride; With pyridine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;
DOI:10.1002/anie.201103483