Preparing S-(+)-2-aminobutanamide hydrochloride for use as intermediate of levetiracetam, comprises preparing L-2-aminobutyrate from L-threonine, adding thionyl chloride into methanol solution of L-2-aminobutyrate, and purging ammonia gas to obtained L-2-aminobutyric acid methyl ester hydrochloride
	RAJU P; KUMAR K V; GOPAL K R; KUMAR A V
	2023-08-24
专利权人	RAJU P (RAJU-Individual) ; KUMAR K V (KUMA-Individual) ; GOPAL K R (GOPA-Individual) ; KUMAR A V (KUMA-Individual)
申请日期	2023-08-24
专利号	IN202341056717-A
成果简介	NOVELTY - Preparing S-(+)-2-aminobutanamide hydrochloride comprises: (a) preparing L-2-aminobutyrate by (a1) adding L-threonine into a solution comprising water, and monoisopropylamine to obtain substrate mixture; (a2) adding phosphate buffer solution comprising polypeptide and pyridoxal-5-phosphate into the substrate solution to obtain first reaction mixture comprising 2-ketobutyrate; (a3) adding phosphate buffer solution comprising polypeptide into the first reaction mixture to obtain second reaction mixture comprising L-2-aminobutyrate; and (a4) recovering L-2-aminobutyrate from the second reaction mixture; (b) preparing S-(+)-2-aminobutanamide hydrochloride by (b1) adding thionyl chloride into a solution of methanol and L-2-aminobutyrate to obtain L-2-aminobutyric acid methyl ester hydrochloride; and (b2) purging ammonia gas to obtain crude S-(+)-2-aminobutanamide hydrochloride; and (c) recovering pure S-(+)-2-aminobutanamide hydrochloride from crude S-(+)-2-aminobutanamide hydrochloride. USE - Method for preparing S-(+)-2-aminobutanamide hydrochloride for use as intermediate of levetiracetam used as antiepileptic drug. ADVANTAGE - The method provides (S)-(+)-2-aminobutanamide hydrochloride with improved yield and safety, high purity, and reduced waste without using metal catalyst, under mild reaction conditions, in simple, environmentally friendly, and cost-effective manner. DETAILED DESCRIPTION - Preparing S-(+)-2-aminobutanamide hydrochloride comprises: (a) preparing L-2-aminobutyrate by (a1) adding L-threonine into a solution comprising water, monoisopropylamine, and hydrochloric acid, and heating the solution to obtain a substrate mixture; (a2) adding phosphate buffer solution comprising a polypeptide having transaminase activity and pyridoxal-5-phosphate into the substrate solution to obtain a first reaction mixture comprising an in situ intermediate 2-ketobutyrate; (a3) adding phosphate buffer solution comprising a polypeptide having threonine deaminase activity into the first reaction mixture to obtain a second reaction mixture comprising L-2-aminobutyrate; and (a4) recovering L-2-aminobutyrate from the second reaction mixture; (b) preparing S-(+)-2-aminobutanamide hydrochloride by (b1) adding thionyl chloride into a solution of methanol and L-2-aminobutyrate under nitrogen atmosphere to obtain in situ intermediate L-2-aminobutyric acid methyl ester hydrochloride; and (b2) purging ammonia gas in presence of methanol to obtain crude S-(+)-2-aminobutanamide hydrochloride; and (c) recovering pure S-(+)-2-aminobutanamide hydrochloride from the crude S-(+)-2-aminobutanamide hydrochloride.
IPC 分类号	C07C-231/02 ; C07C-231/24 ; C07C-237/06 ; C07D-207/27
国家	印度
专业领域	医药卫生
语种	英语
成果类型	专利
文献类型	科技成果
条目标识符	http://119.78.100.226:8889/handle/3KE4DYBR/20700
专题	中国科学院新疆生态与地理研究所
作者单位	1.RAJU P (RAJU-Individual) 2.KUMAR K V (KUMA-Individual) 3.GOPAL K R (GOPA-Individual) 4.KUMAR A V (KUMA-Individual)
推荐引用方式 GB/T 7714	RAJU P,KUMAR K V,GOPAL K R,et al. Preparing S-(+)-2-aminobutanamide hydrochloride for use as intermediate of levetiracetam, comprises preparing L-2-aminobutyrate from L-threonine, adding thionyl chloride into methanol solution of L-2-aminobutyrate, and purging ammonia gas to obtained L-2-aminobutyric acid methyl ester hydrochloride. IN202341056717-A[P]. 2023.

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