4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

Base Information

Chemical Name:4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside
CAS No.:500212-95-3
Molecular Formula:C₂₈H₃₂N₄O₆SSi
Molecular Weight:580.737
Hs Code.:

Synonyms:4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

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Chemical Property of 4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

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Technology Process of 4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

There total 4 articles about 4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-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:

: 58479-61-1
tert-butylchlorodiphenylsilane

: (2R,3R,4R,5R,6R)-5-Azido-2-hydroxymethyl-6-(4-nitro-phenylsulfanyl)-tetrahydro-pyran-3,4-diol

: 500212-95-3
4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

Guidance literature:: With pyridine; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1023/A:1020428329743

Reference yield:

: 67817-37-2
3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-galactopyranosyl chloride

: 500212-95-3
4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: aq. Na₂CO₃; Bu₄NHSO₄ / ethyl acetate / 5 h / 40 °C

2: MeONa / methanol

3: 76 mg / 4-dimethylaminopyridine; pyridine / dimethylformamide / 16 h / 20 °C

With pyridine; dmap; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1023/A:1020428329743

Reference yield:

: 1849-36-1
para-nitrobenzenethiol

: 500212-95-3
4-nitrophenyl 2-azido-6-O-(tert-butyldiphenylsilyl)-2-deoxy-1-thio-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: aq. Na₂CO₃; Bu₄NHSO₄ / ethyl acetate / 5 h / 40 °C

2: MeONa / methanol

3: 76 mg / 4-dimethylaminopyridine; pyridine / dimethylformamide / 16 h / 20 °C

With pyridine; dmap; sodium methylate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1023/A:1020428329743