phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside
CAS No.:1301693-47-9
Molecular Formula:C₄₀H₄₅N₃O₇SSi
Molecular Weight:739.965
Hs Code.:

Synonyms:phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

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Chemical Property of phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

There total 10 articles about phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-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: 90.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1301693-40-2
phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1301693-47-9
phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 0.25h; Inert atmosphere;
DOI:10.1021/jo200342v

Reference yield:

: 1301693-36-6
phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

: 1301693-47-9
phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2: tetrabutylammonium nitrite / acetonitrile / 1 h / 20 °C / Inert atmosphere

3: pyridine; dmap / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

With pyridine; dmap; tetrabutylammonium nitrite; In dichloromethane; acetonitrile;
DOI:10.1021/jo200342v

Reference yield:

: C₂₇H₂₃F₃O₈S₂

: 1301693-47-9
phenyl 2-azido-2-deoxy-3-O-benzoyl-6-O-t-butyldiphenylsilyl-4-O-t-butyloxycarbonyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sodium azide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2: water; acetic acid / 1.5 h / 85 °C / Inert atmosphere

3: 1H-imidazole / acetonitrile / 0.25 h / 20 °C / Inert atmosphere

4: pyridine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

5: tetrabutylammonium nitrite / acetonitrile / 1 h / 20 °C / Inert atmosphere

6: pyridine; dmap / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium azide; water; acetic acid; tetrabutylammonium nitrite; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo200342v