5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Base Information

Chemical Name:5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
CAS No.:234106-10-6
Molecular Formula:C₂₈H₂₉N₃O₉
Molecular Weight:551.553
Hs Code.:

5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Synonyms:5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

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Chemical Property of 5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

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Technology Process of 5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

There total 2 articles about 5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester 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: 88.0%

: 1830-54-2
3-oxopentanedioic acid dimethyl ester

: 234106-08-2
(2R,3S)-5β-azido-2-{[(4-methylbenzoyl)oxy]methyl}tetrahydrofuran-3-yl 4-methylbenzoate

: 234106-10-6
5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Guidance literature:: With potassium carbonate; In dimethyl sulfoxide; at 45 ℃; for 40h;
DOI:10.1055/s-1999-2755

Reference yield:

: 4330-21-6
2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride

: 234106-10-6
5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: KN₃ / dimethylsulfoxide / 1 h / 20 °C

2: 88 percent / K₂CO₃ / dimethylsulfoxide / 40 h / 45 °C

With potassium azide; potassium carbonate; In dimethyl sulfoxide; 1: Substitution / 2: Cycloaddition;
DOI:10.1055/s-1999-2755

Reference yield:

: 234106-10-6
5-Methoxycarbonylmethyl-1-[(2R,4S,5R)-4-(4-methyl-benzoyloxy)-5-(4-methyl-benzoyloxymethyl)-tetrahydro-furan-2-yl]-1H-[1,2,3]triazole-4-carboxylic acid methyl ester

: Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(4-cyano-5-cyanomethyl-[1,2,3]triazol-1-yl)-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: NaOMe / methanol / 23 °C

2: NH₃ / methanol / 24 h / 23 °C

3: 50.5 percent / Et₃N / DMAP / acetonitrile / 23 °C

4: 8 percent / (CF₃CO)2O; pyridine / tetrahydrofuran / -12 - -2 °C

With pyridine; ammonia; sodium methylate; triethylamine; trifluoroacetic anhydride; dmap; In tetrahydrofuran; methanol; acetonitrile; 1: Hydrolysis / 2: Substitution / 3: Acetylation / 4: Dehydration;
DOI:10.1055/s-1999-2755