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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
497861-77-5

Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI) synthesis

8synthesis methods
Carbamic acid, N-[(1R)-3-(methoxymethylamino)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester

842103-83-7
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Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI)

497861-77-5
25 suppliers
$52.00/25mg

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Yield:497861-77-5 84%

Reaction Conditions:

Stage #1: (R)-tert-butyl 4-(methoxy(methyl)amino)-4-oxobutan-2-ylcarbamatewith lithium aluminium tetrahydride in tetrahydrofuran;diethyl ether at -5 - 0; for 1.5 h;
Stage #2: with potassium hydrogensulfate in tetrahydrofuran;diethyl ether;water;

Steps:

72.C

C: (R)-tert-Butyl 4-oxobutan-2-ylcarbamate [00346] To a solution of (R)-tert-butyl 4-(methoxy(methyl)amino)-4-oxobutan-2- ylcarbamate (2.48 g, 10.1 mmol) in Et20 (25 niL) cooled to -5 °C was added dropwise a 2.0 M solution of LAH in THF (6.28 niL, 12.6 mmol). After the addition, the resulting slightly milky solution was stirred at 0 °C for 1.5 hr. The reaction mixture was quenched with 1 M aqueous KHSO4 (20 mL) and diluted with water (30 mL). The resulting solution with white milky precipitate was extracted with Et20 (3x). The combined Et20 extracts were washed with 0.5 M aqueous KHSO4 (2 x 20 mL), saturated aqueous aHC03, water, and saturated aqueous NaCl, dried over Na2S04, filtered and concentrated. The residue was dried under vacuum to give (R)-tert-butyl 4-oxobutan-2-ylcarbamate (1.57 g, 8.40 mmol, 84% yield) as a colorless oil. XH NMR (400 MHz, CDC13) δ ppm 9.76 (s, 1H), 4.64 (s, 1H), 4.20 - 4.08 (m, 1H), 2.69 - 2.52 (m, 2H), 1.43 (s, 9H), 1.24 (d, J = 6.8 Hz, 3H).

References:

WO2012/125622,2012,A1 Location in patent:Page/Page column 137

Butanoic acid, 3-[[(1,1-dimethylethoxy)carbonyl]amino]-, phenylmethyl ester, (3R)-

163188-28-1
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Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI)

497861-77-5
25 suppliers
$52.00/25mg

References
Carbamic acid, [(1R)-3-hydroxy-1-methylpropyl]-, 1,1-dimethylethyl ester (9CI)

167216-17-3
47 suppliers
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Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI)

497861-77-5
25 suppliers
$52.00/25mg

References
Methyl(R)-N-Boc-3-aminobutyrate

159877-47-1
67 suppliers
$37.00/250mg

Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI)

497861-77-5
25 suppliers
$52.00/25mg

References
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
864 suppliers
$13.50/25G

Carbamic acid, [(1R)-1-methyl-3-oxopropyl]-, 1,1-dimethylethyl ester (9CI)

497861-77-5
25 suppliers
$52.00/25mg

References