1,2-Dichloroethane → HCID 54567227, compound

HRID 2082903Notes

Reaction equation

HRID 2082903 reaction equation
C[Si](C)(C)[N:3]1[CH:7]=[N:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[N:4]1.C(O[C@@H:18]1[O:40][C@H:39]([CH2:41][O:42][C:43](=[O:50])[C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C@@H:29]([O:30][C:31](=[O:38])[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C@H:19]1[O:20][C:21](=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=O)C.ClCCCl>C1C=CC=CC=1>[C:21]([O:20][C@@H:19]1[C@H:29]([O:30][C:31](=[O:38])[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C@@H:39]([CH2:41][O:42][C:43](=[O:50])[C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)[O:40][C@H:18]1[N:3]1[CH:7]=[N:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[N:4]1)(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 111,2-DichloroethaneHCID 81455beta-D-Ribofuranose, 1-acetate 2,3,5-tribenzoateHCID 20360911[1-(Trimethylsilyl)-1H-1,2,4-triazol-3-yl]acetic acid

Product 1

HCID 54567227HCID 54567227, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

55 mmoles of 1-trimethylsilyl-3-carboxymethyl-1,2,4-triazole and 55 mmoles of 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose were combined, in 100 ml. of 1,2-dichloroethane, with 5 mmoles of (CH3)3Si--O--SO2CF3 in 20 ml. of C6H6 and refluxed for 4 hours at a bath temperature of 100° C. After working up the mixture as usual, 24 g. (85.5%) of 1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-3-carboxymethyl-1,2,4-triazole was produced.

Sources & evidence

ORD record
ord-176b461519e440539e356b879a7a7f27
Source dataset
uspto-grants-1978_04
Patent number
US04082911

Reaction notes

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