CAS: 78342-42-4; (S)-2,5-Dihydro-3,6-Dimethoxy-2-Isopropylpyrazine

结构式图片

相似化合物

109838-85-9 110117-71-0 1415566-75-4

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号420-37-1 三甲基氧鎓四氟硼酸 | CAS号16944-60-8 (S)-3-异丙基-2,5-哌嗪二酮 | CAS号72-18-4 l-缬氨酸 | CAS号24601-74-9 (S)-4-异丙基恶唑-2,5-二酮 | CAS号13734-41-3 B°C-L-缬氨酸 | CAS号66866-46-4 B°C-Val-O-COO-isoBu | CAS号4289-97-8 N-甲酰基-L-缬氨酸 | CAS号53932-18-6 N-L-valyl-glyci... | CAS号60654-81-1 ethyl L-valylgl... | CAS号17498-50-9 L-缬氨酸盐酸盐 | CAS号58561-04-9 N-(叔丁氧基羰基)-L-缬氨酸甲酯 | CAS号6306-52-1 L-缬氨酸甲酯盐酸盐

合成工艺路线路线简述

    Formyl-L-缬氨酸置于三乙胺体系中,用 四氢呋喃,二氯甲烷,氯仿,甲苯 作为反应溶剂,化学反应 87.5H,反应生成 (S)-2,5-二氢-3,6-二甲氧基-2-异丙基吡嗪
    参考文献:Schoellkopf,Ulrich; Groth,Ulrich; Deng,Chuanzheng,Angewandte Chemie,1981,Vol. 93,# 9,P. 793-795
    标题:Schoellkopf,Ulrich; Groth,Ulrich; Deng,Chuanzheng,Angewandte Chemie,1981,Vol. 93,# 9,P. 793-795

    海关参考信息

    专利信息


    专利号:WO-2009064476-A1
    优先权日:2007-11-13
    标 题 :Preparation of sitagliptin intermediate
    发明人:PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
    权利人:TEVA PHARMA; TEVA PHARMA; PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
    摘要:Intermediate compounds in the synthesis of Sitagliptin, 3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and amino protected-3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and the stereoselective reduction of these compound to give Synthon I, or the amino-protected Synthon I, are provided.

    专利号:US-8765668-B2
    优先权日:2010-06-04
    标 题 :Methods of synthesis of β-aminobutyryl substituted compounds
    发明人:STERK DAMJAN; USTAR MATJAZ; ZLICAR MARKO
    权利人:STERK DAMJAN; USTAR MATJAZ; ZLICAR MARKO; LEK PHARMACEUTICALS
    摘要:The present invention relates to process to prepare β-aminobutyryl compounds having β-amino acid core structural moieties and optionally having γ-phenyl and/or heterocyclic structural moieties. Such compounds are useful as key structure framework of modern drug chemistry.

    专利号:US-2009192326-A1
    优先权日:2007-11-13
    标题 :Preparation of sitagliptin intermediate
    发明人:PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
    权利人:PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
    摘要:Intermediate compounds in the synthesis of Sitagliptin, 3-amino-4-(2,4,5-trifluorophenyl)but-2-enoic acid alkyl ester, and amino protected-3-amino-4-(2,4,5-trifluorophenyl)but-2-enoic acid alkyl ester, and the stereoselective reduction of these compound to give Synthon I, or the amino-protected Synthon I, are provided.

    专利号:EP-2397141-A1
    优先权日:2010-06-16
    标 题:Process for the synthesis of beta-amino acids and derivatives thereof
    权利人:LEK PHARMACEUTICALS
    摘要:The present invention relates to a process for the preparation of β-amino acids and derivatives thereof, which is especially suited for gliptins and particularly sitagliptin. A key step makes use of suitably derivatized epoxides or aziridines, which owing to a chirality provides a source of chirality for intermediates which are suitable for building up β-amino acids and similar compounds, in particular in the construction of the sitagliptin molecule.

    专利号:US-8471057-B2
    优先权日:2009-09-27
    标 题:Sitagliptin intermediates, preparation methods and uses thereof
    发明人:ZHU GUOLIANG; ZHANG JIAN; YANG LIJUN; YAO QINGDAN; YING JIE
    权利人:ZHU GUOLIANG; ZHANG JIAN; YANG LIJUN; YAO QINGDAN; YING JIE; ZHEJIANG JIUZHOU PHARM CO LTD
    摘要:The present invention relates to Sitagliptin intermediate and preparation method and use thereof. The method comprises reacting compound of formula (II) and trifluorobromobenzene with a Grignard reagent by a Grignard reaction to obtain a compound of formula (I). Compound of formula (I) is a new intermediate compound for the synthesis of Sitagliptin. Compound of formula (I) can be easily used for preparing another important intermediate compound of formula (V) for the synthesis of Sitagliptin. The structures of the compounds mentioned above are as the following:

    专利号:US-6416861-B1
    优先权日:1999-02-16
    标题 :Organosilicon compounds and uses thereof
    发明人:LEE YOUNGHEE; SILVERMAN RICHARD B
    权利人:UNIV NORTHWESTERN
    摘要:A compound of the formula: n and a resin-bound compound of the formula: n and their use in combinatorial chemistry and in the synthesis of compounds comprising at least one aromatic moiety is described, where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , L 1 , P, Ar 1 , and X are as herein defined.
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    合成参考文献


    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2007).
    摘要:Mikami, K.; Matsumoto, Y.; Shiono, T., Science of Synthesis, (2003) 2, 644.
    摘要:Garbaccio, R. M.; Wolkenberg, S. E., Science of Synthesis, (2007) 20, 1136.
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