Hydrochloric Acid → HCID 131722023, compound

HRID 366025Notes

Reaction equation

HRID 366025 reaction equation
C([NH:8][C@@H:9]([C:24]([NH:26][C@@H:27]([C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[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:37]>CCOC(C)=O>[ClH:37].[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]([O:35][CH3:36])=[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 313Hydrochloric AcidHCID 131722025HCID 131722025, compound

Product 1

HCID 131722023HCID 131722023, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

(R)-N2 -(Boc)-N5 -(Cbz)-(R)-N-[1-(4-methoxyphenyl)ethyl]ornithine amide (14.0 g; from step (a) above) in EtOAc (300 mL) was treated with EtOAc saturated with hydrogen chloride (HCl/EtOAc; 300 mL) at room temperature for 5 hours. The solution was concentrated to give the crude sub-title compound as a crushable foam (12.9 g) which was used without purification.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-32d5873851414f9b96b10c7bbce78f02
Source dataset
uspto-grants-2000_10
Patent number
US06127414

Reaction notes

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