ChemicalBook CAS DataBase List Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate synthesis

5synthesis methods

Product Name:Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate
CAS Number:647857-74-7
Molecular formula:C11H17F2NO4
Molecular Weight:265.25

256487-77-1 Synthesis

1-tert-Butyl 2-methyl (2R)-4-oxopyrrolidine-1,2-dicarboxylate

256487-77-1
134 suppliers
$12.00/100mg

Methyl (R)-1-Boc-4,4-difluoropyrrolidine-2-carboxylate

647857-74-7
57 suppliers
$185.00/1g

Yield: 98%

Reaction Conditions:

with diethylamino-sulfur trifluoride in dichloromethane at -78 - 27; for 16 h;

Steps:

(R)-1-tert-Butyl 2-methyl 4-oxopyrrolidine-1,2-dicarboxylate (5.00 g, 20.5 mmol) was dissolved in DCM (15 mL) at -78 00 and DAST was added (8.1 mL, 30.8 mmol)dropwise. Reaction mixture was warmed to rt and stirred for 16 h. Reaction mixture diluted with DCM (100 mL) and washed with saturated NaHCO3 (aq) (2 x 100 mL),combined aqueous layers washed with DCM (100 mL), the organic layers were combined, dried (Na2SO4) and solvents were removed in vacuo to give (R)-1-tert-Butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate (5.34 g, 98%) as an yellow oil.LCMS (Method F): m/z 210 (M+H-56) (ES), at 2.17 min UV inactive

References:

HEPTARES THERAPEUTICS LIMTED;BROWN, Giles Albert;CONGREVE, Miles Stuart;PICKWORTH, Mark;RACKHAM, Mark;TEHAN, Benjamin Gerald WO2017/21728, 2017, A1 Location in patent:Page/Page column 51; 52

114676-69-6 Synthesis