Method for producing alkylamine derivative and its production intermediate of alkylamine derivative
AssigneeAjinomoto Co., Inc.
InventorsKotaro OKADO, Nobuteru ABE, Shin MURONOI, Yasuhisa KOBAYASHI, Seiji NIWA, Toshihiro MATSUZAWA
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Abstract
A method for producing an alkylamine derivative having a urea bond represented by formula (I), or a salt thereof, comprises the following steps (a) and (b), step (a): and step (b): deprotecting as necessary the reaction product obtained in step (a). The production method suitable for industrialization of the alkylamine derivative having a urea bond represented by formula (I), which is a compound highly useful as an agent having CaSR agonist effects is provided.
Claims18
A method for producing a compound represented by formula (I) or a salt thereof:
- wherein R1 represents a hydrogen atom,
- Rh represents a hydroxy group, a C1-6 alkoxy group, or a benzyloxy group,
- R2 represents a sulfo group,
- R3 and R4 each independently represent a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a halogen atom, a hydroxy group, a C1-6 alkoxy group, a nitro group, or an amino group,
- comprising the following steps (a) and (b):
- (a) dissolving or suspending a compound represented by formula (II) or a salt thereof:
- wherein R1a represents a hydrogen atom, or a protecting group for an amino group, a carbonyl group-introducing reagent, and a compound represented by formula (III) or a salt thereof:
- in a solvent, for reaction in the presence or the absence of a base;
- and
- (b) deprotecting as necessary the reaction product obtained in step (a).
A method for producing a compound represented by formula (I), or a salt thereof:
- wherein R1 represents a hydrogen atom,
- Rh represents a hydroxy group, a C1-6 alkoxy group, or a benzyloxy group,
- R2 represents a sulfo group,
- R3 and R4 each independently represent a hydrogen atom, a substituted or unsubstituted C1-6 alkyl group, a halogen atom, a hydroxy group, a C1-6 alkoxy group, a nitro group, or an amino group,
- comprising the following steps (a-1), (a-2) and (b):
- (a-1) dissolving or suspending a compound represented by formula (III) or a salt thereof:
- in a solvent with a chloroformic ester, for reaction in the presence or the absence of a base, to obtain a reaction product containing a compound of formula (IVb) or a salt thereof:
- wherein Rh′ represents a C1-6 alkoxy group, a benzyloxy group, or a phenoxy group, (a-2) reacting the reaction product obtained in step (a-1) containing the compound of formula (IVb) or a salt thereof, with a compound represented by formula (II) or a salt thereof:
- wherein R1a represents a hydrogen atom, or a protecting group for an amino group, and
- (b) deprotecting as necessary the reaction product obtained in step (a-2).
A compound represented by the following formula or a salt thereof:
A compound represented by the following formula or a salt thereof:
Dependencies are inferred from the claim text.