phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside
CAS No.:1432492-16-4
Molecular Formula:C₂₇H₂₂N₄O₅S
Molecular Weight:514.561
Hs Code.:

Synonyms:

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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 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

Chemical Property:

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Technology Process of phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

There total 7 articles about phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-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:

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

: 1432492-16-4
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 6 h / 0 - 20 °C / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere

3: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / Inert atmosphere

4: pyridine / dichloromethane / 2 h / -10 - 10 °C / Inert atmosphere

5: tetrabutylammonium azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

6: N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; tetrabutylammonium azide; dimethyltin dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob40615f

Reference yield:

: 1432492-21-1
phenyl 6-O-tosyloxy-1-thio-β-D-mannopyranoside

: 1432492-16-4
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 80 °C / Inert atmosphere

2: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / Inert atmosphere

3: pyridine / dichloromethane / 2 h / -10 - 10 °C / Inert atmosphere

4: tetrabutylammonium azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

5: N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; tetrabutylammonium azide; dimethyltin dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob40615f

Reference yield:

: 1432492-22-2
phenyl 6-deoxy-1-thio-β-D-mannopyranoside

: 1432492-16-4
phenyl 2-azido-3-O-benzoyl-2,4,6-trideoxy-4-phthalimido-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: dimethyltin dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / Inert atmosphere

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

3: tetrabutylammonium azide / acetonitrile / 20 h / -30 °C / Inert atmosphere

4: N,N-dimethyl-formamide / 10 h / 20 °C / Inert atmosphere

With pyridine; tetrabutylammonium azide; dimethyltin dichloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c3ob40615f