(R)-3-amino-N,N-dimethyl-4-(phenylthio)butanamide synthesis

2synthesis methods

Product Name:(R)-3-amino-N,N-dimethyl-4-(phenylthio)butanamide
CAS Number:870812-31-0
Molecular formula:C12H18N2OS
Molecular Weight:238.35

870812-30-9 Synthesis

N-[(1R)-3-(DiMethylaMino)-3-oxo-1-[(phenylthio)Methyl]propyl]carbaMic Acid PhenylMethyl Ester

870812-30-9
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(R)-3-amino-N,N-dimethyl-4-(phenylthio)butanamide

870812-31-0
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Yield:870812-31-0 96%

Reaction Conditions:

with hydrogen bromide;acetic acid at 20;

Steps:

1.1L (3R)-3-amino-N,N-dimethyl-4-(phenylsulfanyl)butanamide

(3R)-3-amino-N,N-dimethyl-4-(phenylsulfanyl)butanamide A suspension of EXAMPLE 1K (10.60 g, 28.46 mmol) in 50 mL 30% HBr/acetic acid was stirred at room temperature overnight. The resulting homogeneous reaction mixture was concentrated, diluted with water (200 mL) and 5% HCl (100 mL), and washed with diethyl ether (3*). The aqueous phase was adjusted to pH ~8-9 with solid Na₂CO₃ and extracted with dichloromethane (5*). The combined organic phases were dried (MgSO₄), filtered, and concentrated to give the desired product (6.54 g, 96%). MS (CI) m/e 239 (M+H)⁺.

References:

US2005/272744,2005,A1 Location in patent:Page/Page column 12

870812-29-6 Synthesis

N-[(1R)-3-(Dimethylamino)-1-(hydroxymethyl)-3-oxopropyl]carbamic Acid Phenylmethyl Ester

870812-29-6
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$120.09/10mg

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References