Hydrochloric Acid → N-[2(S)-(amino)-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycine methyl ester hydrochloride

HRID 1292675Notes

Reaction equation

HRID 1292675 reaction equation
[CH3:1][O:2][C:3](=[O:31])[CH2:4][N:5]([CH2:17][C@@H:18]([NH:23]C(OC(C)(C)C)=O)[C@@H:19]([CH3:22])[CH2:20][CH3:21])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1.[ClH:32]>CCOC(C)=O>[ClH:32].[CH3:1][O:2][C:3](=[O:31])[CH2:4][N:5]([CH2:17][C@@H:18]([NH2:23])[C@@H:19]([CH3:22])[CH2:20][CH3:21])[CH2:6][C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10526565N-[2(S)-(t-Butoxycarbonylamino)-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycine methyl ester

Product 1

HCID 70338221N-[2(S)-(amino)-3(S)-methylpentyl]-N-(1-naphthylmethyl)glycine methyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of N-[2(S)-(t-Butoxycarbonylamino)-3(S)-methylpentyl]-N-(1-naphthylmethyl) glycine methyl ester (5.90 g, 13.8 mmol) in EtOAc (100 ml) was saturated with gaseous hydrogen chloride. The resulting solution was allowed to stand at room temperature for 1 hr. The solvent was evaporated in vacuo to afford the title compound as a white solid.

Workup

  1. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-c65e3f4509fa47f39be6468324e6a86b
Source dataset
uspto-grants-1998_05
Patent number
US05756528

Reaction notes

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