ChemicalBook CAS DataBase List (S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester

(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester synthesis

5synthesis methods

Product Name:(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester
CAS Number:313706-15-9
Molecular formula:C11H19NO4
Molecular Weight:229.27

(3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid

140148-70-5
192 suppliers
$8.00/100mg

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

(S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester

313706-15-9
92 suppliers
$22.00/100mg

Yield: 100%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20; for 4 h;

Steps:

3.1.9. Compound 7
To a solution of 6¹⁵ (863 mg, 4.01 mmol), K₂CO₃ (829 mg, 6.00 mmol) in dry DMF (8 mL) was added MeI (300 μL, 4.82 mmol). The mixture was stirred at rt for 4 h, water was added and the whole was extracted with Et₂O (three times). The Et₂O solution was dried over MgSO₄ and evaporated, and the residue was flash-chromatographed (n-hexane/AcOEt=3:1) to give 7 (916 mg, 100%) as a colorless oil. ¹H NMR (400 MHz, CDCl₃): δ 3.70 (3H, s), 3.65-3.28 (4H, m), 3.10-2.98 (1H, m), 2.18-2.05 (2H, m), 1.45 (9H, s). LRMS (ESI, [M+Na]⁺) 252.1.

References:

Otani, Yuko;Hori, Tetsuharu;Kawahata, Masatoshi;Yamaguchi, Kentaro;Ohwada, Tomohiko [Tetrahedron,2012,vol. 68,# 23,p. 4418 - 4428] Location in patent:experimental part

67-56-1 Synthesis