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

Base Information

Chemical Name:phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside
CAS No.:1301693-41-3
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-glucopyranoside

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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-glucopyranoside

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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-glucopyranoside

There total 7 articles about phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside 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: 91.0%

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

: 1301693-33-3
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranoside

: 1301693-41-3
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside

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

: 1301693-41-3
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 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; dmap / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

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

Reference yield:

: C₂₂H₂₁F₃O₈S₂

: 1301693-41-3
phenyl 3-O-acetyl-2-azido-2-deoxy-6-O-tert-butyldiphenylsilyl-4-O-tert-butyloxycarbonyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 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; dmap / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

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