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

Base Information

Chemical Name:phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-galactopyranoside
CAS No.:1301693-44-6
Molecular Formula:C₃₅H₄₃N₃O₇SSi
Molecular Weight:677.894
Hs Code.:

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

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

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

There total 9 articles about phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-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

: 1301693-39-9
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1301693-44-6
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-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:

: 1301693-23-1
phenyl 3-O-acetyl-1-thio-β-D-mannopyranoside

: 1301693-44-6
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1: camphor-10-sulfonic acid / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

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

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

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

5: 1H-imidazole / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

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

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

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

With pyridine; 1H-imidazole; dmap; sodium azide; camphor-10-sulfonic acid; water; acetic acid; tetrabutylammonium nitrite; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo200342v

Reference yield:

: C₂₂H₂₁F₃O₈S₂

: 1301693-44-6
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-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 / 0.17 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