Hydrogen chloride-ethyl acetate → HCID 86755907, compound

HRID 366038Notes

Reaction equation

HRID 366038 reaction equation
C([NH:8][C@@H:9]([C:24]([NH:26][C@@H:27]([C:29]1[CH:34]=[CH:33][C:32]([Br:35])=[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.[ClH:36].CCOC(C)=O>CCOC(C)=O>[ClH:36].[C:14]([NH:13][CH2:12][CH2:11][CH2:10][C@H:9]([C:24]([NH:26][C@@H:27]([C:29]1[CH:30]=[CH:31][C:32]([Br:35])=[CH:33][CH:34]=1)[CH3:28])=[O:25])[NH2:8])([O:16][CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:15]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 86755909HCID 86755909, compound

Product 1

HCID 86755907HCID 86755907, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared according to the method described in Example 1(d) above from crude (R)-N2 -(Boc)-N5 -(Cbz)-(R)-N-[1-(4-bromophenyl)ethyl]ornithine amide (2.46 g; 4.5 mmol; from step (a) above), EtOAc (75 mL) and HCl/EtOAc (50 mL), 2 hours reaction time. The solution was concentrated to give the crude product as a yellow crushable foam (2.4 g) which was used without purification.

Workup

  1. customPrepared
  2. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-86b6ac74671847c78c4b4dfd48064749
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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