Technology Process of 1,6,7-tri-O-acetyl-2,3,4-tri-O-benzyl-D-glycero-α-D-manno-heptopyranoside
There total 10 articles about 1,6,7-tri-O-acetyl-2,3,4-tri-O-benzyl-D-glycero-α-D-manno-heptopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
1-deoxy-1-thiophenyl-6,7-di-O-acetyl-2,3,4-tri-O-benzyl-D-glycero-α-D-manno-heptopyranose;
With
N-Bromosuccinimide;
In
acetonitrile;
at -15 ℃;
for 6h;
acetic anhydride;
With
pyridine; dmap;
at 20 ℃;
for 6h;
-
-
2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-63-1,105088-17-3,149495-84-1,77481-62-0
(2R,3S,4S,5S,6R)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere
4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere
4.2: 0.25 h
5.1: Methyltriphenylphosphonium bromide; n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C / Inert atmosphere
6.1: potassium carbonate; potassium osmate(VI); tripotassium hexacyanoferrate / toluene; water; tert-butyl alcohol / 96 h / 0 °C
7.1: dmap; pyridine / 20 °C
8.1: N-Bromosuccinimide / acetonitrile / 6 h / -15 °C
8.2: 6 h / 20 °C
With
pyridine; 1H-imidazole; dmap; potassium osmate(VI); N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; tripotassium hexacyanoferrate; tetrabutyl ammonium fluoride; Methyltriphenylphosphonium bromide; sodium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; tert-butyl alcohol;
-
-
13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: sodium; methanol / 2 h / Inert atmosphere
1.2: IR-120 (Amberlite H form)
2.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere
4.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere
5.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere
5.2: 0.25 h
6.1: Methyltriphenylphosphonium bromide; n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C / Inert atmosphere
7.1: potassium carbonate; potassium osmate(VI); tripotassium hexacyanoferrate / toluene; water; tert-butyl alcohol / 96 h / 0 °C
8.1: dmap; pyridine / 20 °C
9.1: N-Bromosuccinimide / acetonitrile / 6 h / -15 °C
9.2: 6 h / 20 °C
With
pyridine; 1H-imidazole; methanol; dmap; potassium osmate(VI); N-Bromosuccinimide; n-butyllithium; oxalyl dichloride; tripotassium hexacyanoferrate; tetrabutyl ammonium fluoride; Methyltriphenylphosphonium bromide; sodium; sodium hydride; potassium carbonate;
In
tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; tert-butyl alcohol;
