Hydrochloric Acid → N-(3-methyl-2(S)-aminobut-1-yl)phenylalanyl-methionine methyl ester hydrochloride

HRID 1900632Notes

Reaction equation

HRID 1900632 reaction equation
[CH3:1][O:2][C:3](=[O:34])[C@H:4]([CH2:30][CH2:31][S:32][CH3:33])[NH:5][C:6](=[O:29])[C@H:7]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[NH:8][CH2:9][C@@H:10]([NH:14]C(OC(C)(C)C)=O)[CH:11]([CH3:13])[CH3:12].[ClH:35]>C(OCC)(=O)C>[ClH:35].[CH3:1][O:2][C:3](=[O:34])[C@H:4]([CH2:30][CH2:31][S:32][CH3:33])[NH:5][C:6](=[O:29])[C@H:7]([CH2:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[NH:8][CH2:9][C@@H:10]([NH2:14])[CH:11]([CH3:12])[CH3:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22867014N-(3-methyl-2(S)-(t-butoxycarbonylamino)but-1-yl)phenylalanylmethionine-methyl ester

Product 1

HCID 67766427N-(3-methyl-2(S)-aminobut-1-yl)phenylalanyl-methionine methyl ester hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The product of Step C (0.74 g, 0.0015 mole) in ethyl acetate (25 ml) was treated with HCl gas at -25° C. for 30 min. The solution was stirred at room temperature for 1 hour and concentrated in vacuo to provide the title compound as a white solid (~0.79 g).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-270b19753cd24a428a1349597fb01893
Source dataset
uspto-grants-1996_11
Patent number
US05576293

Reaction notes

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