ChemicalBook CAS DataBase List 3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER synthesis

8synthesis methods

Product Name:3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS Number:177947-96-5
Molecular formula:C9H15NO3
Molecular Weight:185.22

142253-56-3 Synthesis

142253-56-3
255 suppliers
$6.00/1g

3-FORMYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

177947-96-5
172 suppliers
$11.00/100mg

Yield:177947-96-5 99%

Reaction Conditions:

with 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in ethyl acetateReflux;

Steps:

1 tert-butyl 3-formylazetidine-1-carboxylate (1.3)
To a stirringsolutionof tert-butyl 3-(hydroxymethyl)azetidine-1-carboxylate(20.96 g, 112 mmol) in EA (500 ml)was added IBX (62.69 g, 224 mmol) and the reaction was refluxed overnight. The reaction was cooledto rt, PE (500 ml)was added and the reaction mixture was filtered. The filtrate was concentrated under reduced pressureto give compound1.3 as yellow oil product (20.56 g,99%). 1H NMR (400 MHz, CDCI3) i5 1.44 (s, 9 H), 3.32-3.4015 (m, 1 H), 4.07-4.14 (m, 4 H), 9.85 (d, J = 2.0Hz, 3 H).

References:

ACHAOGEN, INC.;LINSELL, Martin Sheringham;AGGEN, James Bradley;DOZZO, Paola;HILDEBRANDT, Darin James;COHEN, Frederick;KASAR, Ramesh Annasaheb;KANE, Timothy Robert;GLIEDT, Micah James;MCENROE, Glenn A. WO2014/165075, 2014, A1 Location in patent:Page/Page column 45; 46

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610791-05-4 Synthesis