1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID synthesis
- Product Name:1-(TERT-BUTOXYCARBONYL)-3-FLUOROPYRROLIDINE-3-CARBOXYLIC ACID
- CAS Number:1001754-59-1
- Molecular formula:C10H16FNO4
- Molecular Weight:233.24
942189-96-0
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1001754-59-1
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Yield: 90.3%
Reaction Conditions:
with potassium hydroxide in tetrahydrofuran;methanol;water at 20; for 2 h;
Steps:
2.3
r002441step 3: To a solution of 72b (414.4 mg, 1.676 mmol) and 3:1 THF:MeOH (5.6 mL) was added 2.0 M aqueous KOH (2.1 mL, 4.19 mmol) and the solution stirred at RT for 2 h. The organic solvent was removed in vacuo and the residue diluted with 20% IPA/DCM and then acidified to pH 3 with 1.0 M HC1. This mixture was twice extracted with 20% IPA/DCM and combined extracts were twice washed with water, dried (Na2S04), filtered, and concentrated in vacuo to afford 352.8 mg (90.3%) of 74a. 1H NMR (400 MHz, DMSO-d6) δ = 13.80 (s, 1H), 3.69- 3.54 (m, 3H), 3.36-3.32 (m, 1H), 2.43-2.24 (m, 2H), 1.40 (s, 9H).
References:
ARRAY BIOPHARMA INC.;GENENTECH, INC.;BLAKE, James, F.;CHEN, Huifen;CHICARELLI, Mark, Joseph;DEMEESE, Jason;GARREY, Rustam, Ferdinand;GAUDINO, John;GAZZARD, Lewis;KAUS, Robert J.;KINTZ, Samuel;MOHR, Peter J.;MORENO, David, A.;SCHWARZ, Jacob;SIEDEM, Christopher, S.;WALLACE, Eli, M. WO2013/20062, 2013, A1 Location in patent:Paragraph 00244
24424-99-5
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1228634-93-2
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1001754-59-1
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1279669-60-1
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1001754-59-1
57 suppliers
$67.00/100mg