N-Boc-4-oxo-L-Proline methyl ester synthesis
- Product Name:N-Boc-4-oxo-L-Proline methyl ester
- CAS Number:102195-80-2
- Molecular formula:C11H17NO5
- Molecular Weight:243.26
74844-91-0
419 suppliers
$5.00/5g
102195-80-2
246 suppliers
$5.00/250mg
Yield:102195-80-2 98.17%
Reaction Conditions:
with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;trichloroisocyanuric acid in dichloromethane at 0 - 20; for 0.5 h;
Steps:
43.A Step A:
To a solution of N-Boc-trans-4-hydroxyl-L-methyl prolinate (114.00 g, 464.79 mmol) in dichloromethane (1.2 L) was added trichloroisocyanuric acid(113.42 g, 488.03 mmol) and then TEMPO (1.46 g, 9.30 mmol) was added at 0 °C.
After stirring for 0.5 h at 10-20 °C, the mixture was filtered with kieselguhr.
The dichloromethane phase was washed with sat. aq K2CO3 (1000 mL) twice, then with sat.aq NaCl (800 mL), dried over anhydrous Na2SO4, filtered and the filtrate was concentrated in vacuo to give N-Boc- 4-oxo-L-methyl prolinate (111.00 g, 456.30 mmol, 98.17%).
1H NMR (CDCl3, 400 MHz): δ 4.81-4.64 (m, 1H), 3.84 (d, J = 7.8 Hz, 2H), 3.73 (s, 3H), 2.99-2.84 (m, 1H), 2.55 (d, J = 20.0 Hz, 1H), 1.43 (d, J = 8.0 Hz, 9H).
References:
Medshine Discovery Inc.;SUN, Fei;DING, Charles Z.;CAI, Zhe;QIAN, Wenyuan;HU, Guoping;LI, Jian;CHEN, Shuhui EP3450430, 2019, A1 Location in patent:Paragraph 0272; 0273
796095-60-8
2 suppliers
inquiry
102195-80-2
246 suppliers
$5.00/250mg
79-37-8
486 suppliers
$17.67/10gm:
796095-60-8
2 suppliers
inquiry
67-68-5
1286 suppliers
$15.00/100g
102195-80-2
246 suppliers
$5.00/250mg
13726-69-7
440 suppliers
$5.00/1g
7529-22-8
400 suppliers
$5.00/1g
102195-80-2
246 suppliers
$5.00/250mg
24424-99-5
863 suppliers
$13.50/25G
102195-80-2
246 suppliers
$5.00/250mg