Hydrochloric Acid → (S)-2-Amino-1-(5-thiophen-2-yl-oxazol-2-yl)-butan-1-ol hydrochloride

HRID 1455577Notes

Reaction equation

HRID 1455577 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH:11]([OH:22])[C:12]1[O:13][C:14]([C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)=[CH:15][N:16]=1)[CH2:9][CH3:10])(C)(C)C.[ClH:24]>ClCCl.O1CCOCC1>[ClH:24].[NH2:7][CH:8]([CH2:9][CH3:10])[C@@H:11]([C:12]1[O:13][C:14]([C:17]2[S:18][CH:19]=[CH:20][CH:21]=2)=[CH:15][N:16]=1)[OH:22]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57535376{(S)-1-[hydroxy-(5-thiophen-2-yl-oxazol-2-yl)-methyl]-propyl}-carbamic acid tert-butyl ester

Product 1

HCID 68820675(S)-2-Amino-1-(5-thiophen-2-yl-oxazol-2-yl)-butan-1-ol hydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of {(S)-1-[hydroxy-(5-thiophen-2-yl-oxazol-2-yl)-methyl]-propyl}-carbamic acid tert-butyl ester (361 mg, 1.07 mmol) in dry dichloromethane (3 mL) is added 4N HCl in dioxane (3.0 mL, XS). The mixture is stirred at room temperature for 16 h, then concentrated in vacuum to afford (S)-2-Amino-1-(5-thiophen-2-yl-oxazol-2-yl)-butan-1-ol hydrochloride as a solid (quant.).

Workup

  1. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-f40c837d5ea94f0986fb8ef23298f386
Source dataset
uspto-grants-2009_01
Patent number
US07482448B2

Reaction notes

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