Synonyms:1H-Imidazole-4-carboxylicacid, 5-(cyanomethyl)-, methyl ester (9CI); Methyl (5-cyanomethyl)-1H-imidazole-4-carboxylate;Methyl 5-(cyanomethyl)imidazole-4-carboxylate
Post Buying Request Nowmethyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
Conditions | Yield |
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Methyl-5-carbamoylmethyl-imidazol-4-carboxylat (1), POCl3;
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5(4)-Carbamoylmethyl-imidazol-4(5)-carbonsaeure-methylester, POCl3;
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methyl 4-(cyanomethyl)imidazole-5-carboxylate
Conditions | Yield |
---|---|
Acetamido-Deriv. 2, POCl3, Δ;
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entspr. Imidazolester 2, POCl3;
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5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate
Conditions | Yield |
---|---|
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate;
With
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane;
Heating;
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose;
With
tin(IV) chloride;
In
acetonitrile;
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate;
With
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane;
at 125 ℃;
for 18h;
Inert atmosphere;
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose;
With
tin(IV) chloride;
In
dichloromethane;
at 20 ℃;
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2.06 g |
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
methyl 4-(cyanomethyl)imidazole-5-carboxylate
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate
Conditions | Yield |
---|---|
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate; methyl 4-(cyanomethyl)imidazole-5-carboxylate;
With
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane;
at 125 ℃;
for 18h;
Argon atmosphere;
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose;
With
tin(IV) chloride;
In
1,2-dichloro-ethane;
at 20 ℃;
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5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
methyl 4-(cyanomethyl)imidazole-5-carboxylate
methyl 5-cyanomethyl-1-(3-deoxy-4-O-p-toluoyl-2-O-acetyl-β-D-ribofuranosyl)-1H-imidazole-4-carboxylate
Conditions | Yield |
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate; methyl 4-(cyanomethyl)imidazole-5-carboxylate;
With
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane;
at 125 ℃;
for 18h;
Argon atmosphere;
5-O-(4-methylbenzoyl)-3-deoxy-1,2-di-O-acetyl-β-D-ribofuranose;
With
tin(IV) chloride;
In
1,2-dichloro-ethane;
at 20 ℃;
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1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
methyl 5-(cyanomethyl)-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)imidazole-4-carboxylate
Conditions | Yield |
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate;
With
ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane;
for 3h;
Heating;
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose;
With
tin(IV) chloride;
In
acetonitrile;
at 20 ℃;
for 3h;
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92% |
methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
1-[(2R,3R,5S)-3-Acetoxy-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-5-(cyano-fluoro-methyl)-1H-imidazole-4-carboxylic acid methyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps
1.1: HMDS; ammonium sulphate / Heating
1.2: SnCl4 / acetonitrile
2.1: NaH / acetonitrile / 0 °C
2.2: 65 percent / SelectfluorTM / acetonitrile; dimethylformamide / -45 °C
With
ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
acetonitrile;
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-tetrahydro-furan-2-yl)-5-(cyano-fluoro-methyl)-1H-imidazole-4-carboxylic acid methyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps
1.1: HMDS; ammonium sulphate / Heating
1.2: SnCl4 / acetonitrile
2.1: NaH / acetonitrile / 1 h / 0 °C
2.2: 60 percent / SelectfluorTM / acetonitrile; dimethylformamide / 0.5 h / -45 °C
With
ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
acetonitrile;
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
1-((2R,3R,4R,5R)-3,4-Bis-benzoyloxy-5-benzoyloxymethyl-3-methyl-tetrahydro-furan-2-yl)-5-(cyano-fluoro-methyl)-1H-imidazole-4-carboxylic acid methyl ester
Conditions | Yield |
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Multi-step reaction with 2 steps
1.1: HMDS; ammonium sulphate / Heating
1.2: TMSOTf; DBU / 24 h / 0 - 20 °C
2.1: NaH / acetonitrile / 0 °C
2.2: 67 percent / SelectfluorTM / acetonitrile; dimethylformamide / -45 °C
With
ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
acetonitrile;
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methyl 5-(cyanomethyl)-1H-imidazole-4-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps
1.1: HMDS; ammonium sulphate / Heating
1.2: TMSOTf; DBU / 24 h / 0 - 20 °C
2.1: NaH / acetonitrile / 0 °C
2.2: SelectfluorTM / acetonitrile; dimethylformamide / -45 °C
With
ammonium sulfate; sodium hydride; 1,1,1,3,3,3-hexamethyl-disilazane;
In
acetonitrile;
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methyl 5-(cyanomethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)imidazole-4-carboxylate
methyl 4-(cyanomethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)imidazole-5-carboxylate
methyl 4-(cyanomethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)imidazole-5-carboxylate
methyl 5-(cyanomethyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)imidazole-4-carboxylate
5-amino-6-hydrazino-1,5-dihydroimidazo<4,5-c>pyridin-4-one