KR920014813A - Novel 3,6-diazabicyclo [3,1,0] hexane compound and preparation method thereof - Google Patents

Abstract

No content

Description

Novel 3,6-diazabicyclo [3,1,0] hexane compound and preparation method thereof

Since this is an open matter, no full text was included.

Claims (4)

The 3, 6- diazabicyclo [3, 1, 0] hexane compound represented by following structural formula (I), and its acid addition salt. In the above formula, R is hydrogen or an alkyl group having 1 to 2 carbon atoms, and R ¹ is hydrogen or an alkyl group having 1 to 4 carbon atoms. (A) Reacting the maleimide compound of the following formula (II) with an azide compound (R ¹ N ₃ ) to prepare a triazoline mixture of the following formulas (III-1) and (III-2), (B) The mixture was subjected to pyrolysis or photolysis to prepare 2,4-dioxo-3,6-diazabicyclo [3,1,0] hexane compound of the following formula (IV), followed by (C) reduction to pyrrolidine 3, represented by the following Structural Formula (I), wherein N of the ring is protected to prepare a 3,6-diazabicyclo [3,1,0] hexane compound of formula (V), and then the protecting group is removed. A process for producing a 6-diazabicyclo [3,1,0] hexane compound and acid addition salts thereof. In the above formula, R is hydrogen or an alkyl group having 1 to 2 carbon atoms, R ¹ is hydrogen or an alkyl group having 1 to 4 carbon atoms, and ⓟ is an amino protecting group that can be removed by acid or basic hydrolysis or hydrogenolysis. (A) a cyclization reaction using benzylamine or a substituted derivative thereof to the 1,4-dihalo-2-butene compound of the following formula (IV) to prepare a 3-pyrroline compound of the following formula (VII), B) a chlorohydrin derivative is obtained by acting a chlorine gas thereon, and then reacted with a base to prepare an epoxide compound of the following structural formula (C), followed by (C) an amine compound (R ¹ NH ₂ ) Was prepared to prepare aminoalcohol mixtures of the following structural formulas (VII-1) and (II-2), and (D) the resulting compound was reacted with diethylazodicarboxylate and triphenylphosphine to form the following structural formula (V). A method for preparing a 3,6-diazabicyclo [3,1,0] hexane compound represented by the following structural formula (I) characterized by preparing an aziridine compound of) and removing a protecting group and an acid addition salt thereof . Wherein R is hydrogen or an alkyl group having 1 to 2 carbon atoms, R ¹ is hydrogen or an alkyl group having 1 to 4 carbon atoms, ⓟ is an amino protecting group that can be removed by acid or basic hydrolysis or hydrogenolysis, and X is Halogen. (A) reacting the epoxide compound of the following formula (VII) with sodium azide to prepare an azido alcohol mixture of the following formula (VII-1) and (VII-2), wherein (B) an alcohol in the mixture After derivatizing the group with a leaving group, (C) reducing the aziridine ring to form a compound of formula (V), and then (D) removing the protecting group directly, or introducing a protecting group into the aziridine ring, A method for producing a 3,6-diazabicyclo [3,1,0] hexane compound represented by the following structural formula (I) and an acid addition salt thereof, characterized in that the protecting group of a din ring and the protecting group of a ziridine ring are sequentially removed. In the above formula, R is hydrogen or an alkyl group having 1 to 2 carbon atoms, R ¹ is hydrogen or an alkyl group having 1 to 4 carbon atoms, and ⓟ is an amino protecting group that can be removed by acid or base hydrolysis or hydrogenolysis. ※ Note: The disclosure is based on the initial application.