phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside
CAS No.:1447946-80-6
Molecular Formula:C₁₆H₁₈ClN₃O₆S
Molecular Weight:415.854
Hs Code.:

Synonyms:phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

There total 7 articles about phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-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: 82.0%

: 1447946-79-3
phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-6-O-t-butyldiphenylsilyl-1-thio-β-D-galactopyranoside

: 1447946-80-6
phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 0 ℃; pH=7; Inert atmosphere;
DOI:10.1039/c3ob40935j

Reference yield:

: 77481-63-1
phenyl-1-thio-β-D-mannopyranoside

: 1447946-80-6
phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1.1: pyridine / 12 h / Inert atmosphere

2.1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.03 h / Inert atmosphere

2.2: 1.5 h / 20 °C / Inert atmosphere

3.1: pyridine / dichloromethane / 2 h / 10 °C / Inert atmosphere

4.1: tetrabutylammoniun azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

5.1: water / acetonitrile / 1 h / 65 °C / Inert atmosphere

6.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 °C / pH 7 / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; water; dimethyltin dichloride; tetrabutylammoniun azide; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c3ob40935j

Reference yield:

: 246875-56-9
phenyl 6-O-tert-butyldiphenylsilyl-1-thio-β-D-mannopyranoside

: 1447946-80-6
phenyl 4-O-acetyl-2-azido-3-O-chloroacetyl-2-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0.03 h / Inert atmosphere

1.2: 1.5 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 2 h / 10 °C / Inert atmosphere

3.1: tetrabutylammoniun azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

4.1: water / acetonitrile / 1 h / 65 °C / Inert atmosphere

5.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

6.1: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 0 °C / pH 7 / Inert atmosphere

With pyridine; tetrabutyl ammonium fluoride; water; dimethyltin dichloride; tetrabutylammoniun azide; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/c3ob40935j