(R)-N1,N1-diMethyl-4-(phenylthio)butane-1,3-diaMine synthesis
- Product Name:(R)-N1,N1-diMethyl-4-(phenylthio)butane-1,3-diaMine
- CAS Number:870812-32-1
- Molecular formula:C12H20N2S
- Molecular Weight:224.37
870812-31-0
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870812-32-1
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Yield:870812-32-1 55%
Reaction Conditions:
Stage #1: (3R)-3-amino-N,N-dimethyl-4-(phenylthio)butanamidewith dimethylsulfide borane complex in tetrahydrofuran at 20;
Stage #2: with hydrogenchloride in methanol;water;
Steps:
1.1M N-((3R)-3-amino-4-(phenylsulfanyl)butyl)-N,N-dimethylamine
N-((3R)-3-amino-4-(phenylsulfanyl)butyl)-N,N-dimethylamine A solution of EXAMPLE 1L (8.68 g, 36.5 mmol) in THF (200 mL) was treated with BH3-dimethylsulfide (18.2 mL, 182.5 mmol) at room temperature, stirred overnight, treated slowly with methanol (20 mL), followed by 2N HCl (50 mL), stirred overnight, and concentrated. The resulting residue was purified by silica gel chromatography eluding with 5% 7N NH3/CH3OH in dichloromethane to give the desired product (4.50 g, 55%). MS (CI) m/e 224 (M+H)+.
References:
US2005/272744,2005,A1 Location in patent:Page/Page column 12
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870812-32-1
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