ChemicalBook CAS DataBase List Methyl L-prolinate hydrochloride

Methyl L-prolinate hydrochloride synthesis

11synthesis methods

Product Name:Methyl L-prolinate hydrochloride
CAS Number:2133-40-6
Molecular formula:C6H12ClNO2
Molecular Weight:165.62

67-56-1 Synthesis

67-56-1
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15761-39-4
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$5.00/10g

2133-40-6
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$8.00/5g

Yield:2133-40-6 88%

Reaction Conditions:

Stage #1: methanol;1-(tert-butoxycarbonyl)-L-prolinewith thionyl chloride at 70; for 7.5 h;Inert atmosphere;Cooling with ice;
Stage #2: with hydrogenchloride in dichloromethane;ethyl acetate at 20; for 0.0833333 h;Inert atmosphere;

Steps:

20.1 Step 1) : (S) -methyl pyrrolidine-2-carboxylate hydrochloride

To a solution of (S) -1- (tert-butoxycarbonyl) pyrrolidine-2-carboxylic acid (1.50 g, 6.97 mmol) in methanol (20 mL) was added sulfoxide chloride (0.51 mL, 6.97 mmol) dropwise in an ice-bath. The mixture was stirred in the ice-bath for 30 min, and then stirred at 70 for 7 h. The reaction mixture was concentrated, and DCM (8 mL) and a HCl in EtOAc solution (4 M, 6 mL) were added. The resulting mixture was stirred at rt for 5 min, and then concentrated to give the title compound as white thick oil (800 mg, 88) .¹H NMR (400 MHz, CD₃OD) : δ ppm 4.47 (t, J 7.8 Hz, 1H) , 3.88 (s, 3H) , 3.37-3.45 (m, 2H) , 2.41-2.50 (m, 1H) , 2.07-2.21 (m, 3H) .

References:

WO2016/34134,2016,A1 Location in patent:Paragraph 00324

67-56-1 Synthesis

67-56-1
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$9.00/25ml

147-85-3 Synthesis