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4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester

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4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester Basic information
Synthesis
Product Name:4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester
Synonyms:4,7-Diazaspiro[2.5]octane-7-carboxylic acid, 1,1-dimethylethyl ester;4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester hcl;tert-Butyl 4,7-diazaspiro[2.5]octane-7-carboxylate hydrochloride;7-Boc-4,7-diaza-spiro[2.5]octane;1-Boc-3-cyclopropane-piperazine;7-Boc-4,7-diaza-spiro[2.5]octane - [D15264];4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester
CAS:886766-28-5
MF:C11H20N2O2
MW:212.29
EINECS:
Product Categories:
Mol File:886766-28-5.mol
4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester Structure
4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester Chemical Properties
Boiling point 301.3±17.0 °C(Predicted)
density 1.10±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka9.54±0.20(Predicted)
AppearanceColorless to light yellow Liquid
InChIInChI=1S/C11H20N2O2/c1-10(2,3)15-9(14)13-7-6-12-11(8-13)4-5-11/h12H,4-8H2,1-3H3
InChIKeyXXKCYKIJWLFVDG-UHFFFAOYSA-N
SMILESC1C2(CN(C(OC(C)(C)C)=O)CCN2)C1
Safety Information
HS Code 2933998090
MSDS Information
4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester Usage And Synthesis
Synthesis

Starting from diethyl malonate (1), 1,1-cyclopropanedicarboxylate (2) was prepared by cyclization reaction; 2 was hydrolyzed to obtain 1,1-cyclopropanedicarboxylate monoethyl ester (3); 3 was rearranged by Hoffmann reaction to obtain ethyl 1-tert-butoxycarbonylamino-1-cyclopropanecarboxylate (4); 4 was hydrolyzed to obtain 1-tert-butoxycarbonylamino-1-cyclopropanecarboxylic acid (5); 5 was acylated by ethyl α-aminoacetate to obtain Ethyl 1-tert-butoxycarbonylamino-1-cyclopropanecarbonylaminoacetate (6); 6 was cyclized again with ethylene glycol to give 5,8-diketone-4,7-diazaspiro[2.5]octane (7); 7 was reduced to give 4,7-diazaspiro[2.5]octane (8); 8 was added to di-tert-butyl dicarbonate to synthesize 4,7-diazaspiro[2.5]octane-7-carboxylic acid tert-butyl ester, with an overall yield of 9.16%.

Usestert-butyl 4,7-diazaspiro[2.5]octane-7-carboxylate (cas# 886766-28-5) is used in the preparation of triazolopyridines for the treatment or prevention of neurological and psychiatric disorders. It is also used in the preparation of imidazo[1,2-a]pyrazin-8-amines as Brk/PTK6 inhibitors and in the preparation of pyrrolopyrimidinyl-, pyrrolopyrazinyl- and pyrrolopyridinylacrylamides as JAK inhibitors.
4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester Preparation Products And Raw materials
Tag:4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester(886766-28-5) Related Product Information
4,7-Diaza-spiro[2.5]octane (2-Amino-2-methyl-propyl)-carbamic acid tert-butyl ester 4,7-Diaza-spiro[2.5]octane-7-carboxylic acid tert-butyl ester (S)-1-N-Boc-3-ethylpiperazine 1-Boc-3,3-dimethylpiperazine (R)-1-Boc- 3-ethyl-piperazine