Oxalic acid dihydrate → HCID 86740006, compound

HRID 2164885Notes

Reaction equation

HRID 2164885 reaction equation
O.O.[C:3]([OH:8])(=[O:7])[C:4]([OH:6])=[O:5].[CH3:9][CH:10]([CH3:45])[CH2:11][C@H:12]([NH:34][C:35]([C@@H:37]1[O:39][C@H:38]1[C:40]([O:42][CH2:43][CH3:44])=[O:41])=[O:36])[C:13]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[C:23]=2[O:32][CH3:33])[CH2:17][CH2:16]1)=[O:14]>CC(C)=O>[C:3]([OH:8])(=[O:7])[C:4]([OH:6])=[O:5].[CH3:9][CH:10]([CH3:45])[CH2:11][C@H:12]([NH:34][C:35]([C@@H:37]1[O:39][C@H:38]1[C:40]([O:42][CH2:43][CH3:44])=[O:41])=[O:36])[C:13]([N:15]1[CH2:20][CH2:19][N:18]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[C:24]([O:30][CH3:31])[C:23]=2[O:32][CH3:33])[CH2:17][CH2:16]1)=[O:14]

Participants

4

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 6917749Ethyl (2R,3R)-3-{[(2S)-4-methyl-1-oxo-1-{4-[(2,3,4-trimethoxyphenyl)methyl]piperazin-1-yl}pentan-2-yl]carbamoyl}oxirane-2-carboxylate

Product 1

HCID 86740006HCID 86740006, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

An acetone solution (2 ml) of oxalic acid dihydrate (0.25 g) was added to an acetone solution (6 ml) of ethyl (2R,3R)-3-[(s)-3-methyl-1-{4-(2,3,4-trimethoxyphenylmethyl)piperazine-1-yl carbonyl}butylcarbamoyl]oxirane-2-carboxylate (1.04 g), and the crystal which had precipitated was collected by filtration and dried to yield 0.99 g of ethyl (2R,3R)-3-[(s)-3-methyl-1-{4-(2,3,4-trimethoxyphenylmethyl)piperazine-1-yl carbonyl}butylcarbamoyl]oxirane-2-carboxylate oxalate as a colorless crystal (yield: 81%).

Workup

  1. customthe crystal which had precipitated
  2. filtrationwas collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-86436a11c0ca423599950861991a44b3
Source dataset
uspto-grants-1985_03
Patent number
US04507297

Reaction notes

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