Boc-L-Threonine synthesis
- Product Name:Boc-L-Threonine
- CAS Number:2592-18-9
- Molecular formula:C9H17NO5
- Molecular Weight:219.24
72-19-5
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24424-99-5
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2592-18-9
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Yield:2592-18-9 99%
Reaction Conditions:
with sodium hydrogencarbonate in methanol;water at 20; for 72 h;
Steps:
52 Preparation 52
Preparation 52 N-Boc-L-threonine To a solution of L-threonine (400 mg, 3.36 mmol) in MeOH (5 mL) was added NaHCO3 (434 mg, 5.17 mmol) in water (5 mL) followed by Boc2O (1 .07 g, 4.90 mmol) and the reaction stirred at room temperature for 3 days. The solvent was removed in vacuo and the residue diluted with water (20 mL) and washed with ether (2 x 20 mL). The aqueous layer was acidified with saturated aqueous NaHSO solution and extracted with 2-MeTHF. The organic layer was dried over Na2SO and concentrated in vacuo to afford the title compound as a white solid (730 mg, 99%). 1H NMR (400MHz, CDCI3): δ ppm 1 .24 (d, 3H), 1 .44 (s, 9H), 4.26 (d, 1 H), 4.40 (d, 1 H), 5.52 (d, 1 H), 5.69 (br s, 1 H). LCMS Rt = 1 .68 minutes MS m/z 218 [M+H]+
References:
PFIZER INC.;BAGAL, Sharanjeet Kaur;BROWN, Alan Daniel;KEMP, Mark Ian;KLUTE, Wolfgang;MARRON, Brian Edward;MILLER, Duncan Charles;SKERRATT, Sarah Elizabeth;SUTO, Mark J.;WEST, Christopher William;MALET SANZ, Laia WO2013/114250, 2013, A1 Location in patent:Page/Page column 161; 162
15260-10-3
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2592-18-9
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$5.00/1g
72-19-5
726 suppliers
$4.76/25g
2592-18-9
325 suppliers
$5.00/1g
126587-71-1
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2592-18-9
325 suppliers
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