Ethyl Acetate → HCID 131722097, compound

HRID 366086Notes

Reaction equation

HRID 366086 reaction equation
C([NH:8][C@@H:9]([C:24]([NH:26][C@@H:27]([C:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][CH:30]=1)[CH3:28])=[O:25])[CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])(OC(C)(C)C)=O.CCOC(C)=O.[ClH:45].CCOC(C)=O>CCOCC>[ClH:45].[C:14]([NH:13][CH2:12][CH2:11][CH2:10][C@H:9]([C:24]([NH:26][C@@H:27]([C:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][CH:30]=1)[CH3:28])=[O:25])[NH2:8])([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 21866389Hydrogen chloride-ethyl acetateHCID 131722096HCID 131722096, compound

Product 1

HCID 131722097HCID 131722097, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Prepared according to the method described in Example 1(b) above from crude (R)-N2 -(Boc)-N5 -(Cbz)-(R)-N-[1-(1-naphthyl)ethyl]ornithine amide (7.5 g; from step (a) above), EtOAc (150 mL) and HCl/EtOAc (75 mL), 6 hours reaction time. The resulting heterogeneous solution was diluted with Et2O and the solids collected and dried to afford the sub-title compound as a white solid (4.8 g).

Workup

  1. customPrepared
  2. customthe solids collected
  3. customdried

Sources & evidence

ORD record
ord-054d5a62669b41aca01fdb0e9f688aa8
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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