Carbamic acid, [(1S)-2-hydroxy-1,2-dimethylpropyl]-, 1,1-dimethylethyl ester synthesis
- Product Name:Carbamic acid, [(1S)-2-hydroxy-1,2-dimethylpropyl]-, 1,1-dimethylethyl ester
- CAS Number:449811-20-5
- Molecular formula:C10H21NO3
- Molecular Weight:203.2786
28875-17-4
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75-16-1
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449811-20-5
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Yield:449811-20-5 100%
Reaction Conditions:
Stage #1: (S)-N-(tert-butoxycarbonyl)alanine methyl ester;methylmagnesium bromide in tetrahydrofuran at 0 - 20; for 2 h;
Stage #2: with water;sodium chloride in tetrahydrofuran;
Steps:
10.3
Step 3To a solution of (S)-methyl 2-(terf-butoxycarbonylamino)propanoate (10 g, 0.0493 mol) in THF was added methyl magnesium bromide (100 mL, 3 mol/L) at 0 0C. The mixture was stirred for 2 h at rt. The reaction was quenched by addition of a small volume of brine. The mixture was diluted with EtOAc, dried over Na2SO4, and evaporated to give (S)-terf-butyl 3-hydroxy-3-methylbutan-2-ylcarbamate (1O g, 100%). 1H NMR (CDCI3): 1.08 (d, 3H)1 1.11 (s, 3H), 1.18 (s, 3H)1 1.39 (s, 9H), 3.52 (brs, 1 H), 4.03 (q, 1 H), 4.61 (brs, 1 H).
References:
WO2009/75835,2009,A1 Location in patent:Page/Page column 60
917-64-6
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28875-17-4
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449811-20-5
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24424-99-5
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449811-20-5
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