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ChemicalBook CAS DataBase List 1-N-Boc-3-Azetidinecarboxylic acid
142253-55-2

1-N-Boc-3-Azetidinecarboxylic acid synthesis

6synthesis methods
24424-99-5 Synthesis
Di-tert-butyl dicarbonate

24424-99-5
857 suppliers
$13.50/25G

36476-78-5 Synthesis
3-Azetidinecarboxylic acid

36476-78-5
433 suppliers
$6.00/1g

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Yield:142253-55-2 100%

Reaction Conditions:

with triethylamine in methanol at 20; for 18 h;

Steps:

4.a

Example 4Ethyl 6-(3-{[(benzylsuIfonyl)amino]carbonyl}azetidin-l-yl)-5-cyano-2- 30 (difluoromethyl)nicotinate(a) l-(tert-Butoxycarbonyl)azetidine-3-carboxylic acid 91(BoC)2O (25.535 g, 117 mmol) dissolved in MeOH (70 mL) was added dropwise during 20 minutes to a stirred slurry of azetidine-3-carboxylic acid (10.11 g, 100 mmol) and Et3N (27.8 mL, 200 mmol) in MeOH (105 mL) at r.t (mildly exotermic reaction) and the mixture 5 was stirred over night (18 hours). The reaction was evaporated to dryness and THF (120 mL) was added and evapoprated to give crude l-(tert-butoxycarbonyl)azetidine-3- carboxylic acid which was used without further purification in the next step. Yield: 25.89 g (128 %) 1H NMR (400 MHz, CDCl5) δ 1.43 (9H, s), 3.21-3.34 (IH, m), 4.00-4.13 (4H, m).10

References:

WO2008/4946,2008,A1 Location in patent:Page/Page column 90-91

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