ChemicalBook CAS DataBase List BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER

BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER synthesis

11synthesis methods

Product Name:BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER
CAS Number:203866-18-6
Molecular formula:C11H18FNO4
Molecular Weight:247.26

203866-14-2 Synthesis

1-(1,1-Dimethylethyl) (2S,4R)-4-fluoro-1,2-pyrrolidinedicarboxylate

203866-14-2
216 suppliers
$23.30/1G

74-88-4
349 suppliers
$15.00/10g

BOC-TRANS-4-FLUORO-L-PROLINE METHYL ESTER

203866-18-6
131 suppliers
$14.00/250mg

Yield:203866-18-6 95.3%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 0 - 20; for 2 h;Inert atmosphere;

Steps:

1.1 Step 1: (2S,4R)-1-tert-Butyl 2-methyl 4-fluoropyrrolidine-1,2-dicarboxylate (37-2):

To a solution of compound 37-1 (1.0 g, 4.29 mmol) in DMF (10mL) was added K₂CO₃ (1.18 g, 8.58 mmol) followed by MeI (1.83 g,12.9 mmol) at 0 °C and the mixture was stirred at room temperature under N2 atmosphere for 2 hours. The mixture was poured into iced-water and extracted with EtOAc twice. The combined organic layers were washed with saturated aqueous NH₄Cl solution and brine, dried with anhydrous Na₂SO₄, filtered and concentrated to dryness. The residue was purified by chromatography on silica gel (eluted with PE: EtOAc= 20: 1) to afford compound 37-2 (1.01 g, yield 95.3%) as a light yellow oil. LC/MS (ESI)m/z: 248 (M+H)⁺.

References:

WO2020/41301,2020,A1 Location in patent:Page/Page column 289; 338-339

74844-91-0 Synthesis