(S)-2-Tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionic acid methyl ester → (S)-Methyl 2-amino-3-(4-methoxyphenyl)propanoate hydrochloride

HRID 1746506Notes

Reaction equation

HRID 1746506 reaction equation
C(OC([NH:8][C@H:9]([C:19]([O:21][CH3:22])=[O:20])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)=O)(C)(C)C.[ClH:23].O1CCOCC1>C(Cl)Cl>[ClH:23].[CH3:18][O:17][C:14]1[CH:13]=[CH:12][C:11]([CH2:10][C@@H:9]([C:19]([O:21][CH3:22])=[O:20])[NH2:8])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 11220582(S)-2-Tert-butoxycarbonylamino-3-(4-methoxy-phenyl)-propionic acid methyl esterHCID 204431481,4-Dioxane hydrochloride

Product 1

HCID 69612215(S)-Methyl 2-amino-3-(4-methoxyphenyl)propanoate hydrochlorideYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The same procedures as in Example 29 were carried out from the compound obtained in Example 32 (50.6 g), 4 mol/L of hydrogen chloride-dioxane (123 mL), and methylene chloride (400 mL), to give the captioned compound (33.7 g, 84%) as crystals.

Sources & evidence

ORD record
ord-e62a68b7ae194205b45c6adc47a286b6
Source dataset
uspto-grants-2015_10
Patent number
US09150510B2

Reaction notes

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