ChemicalBook CAS DataBase List 1-Boc-Azetidine-3-yl-methanol

1-Boc-Azetidine-3-yl-methanol synthesis

12synthesis methods

Product Name:1-Boc-Azetidine-3-yl-methanol
CAS Number:142253-56-3
Molecular formula:C9H17NO3
Molecular Weight:187.24

142253-55-2 Synthesis

142253-55-2
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142253-56-3
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Yield:142253-56-3 100%

Reaction Conditions:

with borane-THF at -78 - 20; for 2.5 h;Inert atmosphere;

Steps:

1 tert-butyl 3-(hydroxymethyl)azetidine-1-carboxylate(1.2)

To a stirring solutionof BH3/THF (285 ml)at -78°C was added 1-(tert butoxycarbonyl)azetidine-3-carboxylic acid (22.53 g, 112 mmol) in portions under a N2atmosphere, and the reaction was stirredfor 30 min. The reaction was then warmedto rt and stirred for 2 hr. The reaction mixturewas poured into ice (500 ml), and extractedwith EA (3 x300 ml). The combinedorganic layers were washed with brine (3 x 100 ml), dried (Na2S04), and filtered. The filtrate was concentrated under reduced pressureto yield compound1.2 as 5 clear oil (20.9 g, 100%). MS: m/z calcd for C9H17N03 187.1, found [M-H] 186.1.

References:

WO2014/165075,2014,A1 Location in patent:Page/Page column 45

610791-05-4 Synthesis