Expeditious synthesis of ramipril: An angiotensin converting enzyme (ACE) inhibitor

被引:5
|
作者
Malakondaiah, Golla China [1 ]
Gurav, V. M. [1 ]
Reddy, Lekkala Amarnath
Babu, Karrothu Srihari
Bhaskar, Bolugoddu Vijaya
Reddy, Padi Pratap
Bhattacharya, Apurba
Anand, Ramasamy Vijaya
机构
[1] Dr Reddys Labs Ltd, Ctr Excellence, IPDO, Bachupalli 500072, Andhra Pradesh, India
关键词
boric acid; esterification; L-(+)-mandelic acid; ramipril; resolution;
D O I
10.1080/00397910801989238
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
We document an efficient and cost-effective synthesis of ramipril 1 utilizing (i) an environmentally benign process for the esterification of racemic 2-aza-bicyclo-[3.3.0]-octane-3-carboxylic acid hydrochloride 2 using boric acid as a catalyst and (ii) a robust resolution process for the synthesis of 3a by means of inexpensive and recyclable L-(+)-mandelic acid as key steps.
引用
收藏
页码:1737 / 1744
页数:8
相关论文
共 50 条
  • [41] Randomized clinical trial of angiotensin-converting enzyme inhibitor, ramipril, in patients with intermittent claudication
    Shahin, Y.
    Cockcroft, J. R.
    Chetter, I. C.
    BRITISH JOURNAL OF SURGERY, 2013, 100 (09) : 1154 - 1163
  • [42] EFFECTS OF AN ANGIOTENSIN CONVERTING-ENZYME-INHIBITOR, RAMIPRIL, ON INTRACRANIAL CIRCULATION IN HEALTHY-VOLUNTEERS
    DEMOLIS, P
    CHALON, S
    ANNANE, D
    DUHAZE, P
    GIUDICELLI, JF
    BRITISH JOURNAL OF CLINICAL PHARMACOLOGY, 1992, 34 (03) : 224 - 230
  • [43] SERUM ANGIOTENSIN CONVERTING ENZYME (ACE) IN ASBESTOSIS
    BUCCA, C
    ROLLA, G
    VEGLIO, F
    BUGIANI, M
    AROSSA, W
    ANGELI, A
    EUROPEAN JOURNAL OF RESPIRATORY DISEASES, 1986, 69 : A28 - A28
  • [44] ANGIOTENSIN CONVERTING ENZYME (ACE) IN PATIENTS WITH PSORIASIS
    RYDER, KW
    EPINETTE, WW
    RANSBURG, RC
    GLICK, MR
    JAY, SJ
    CLINICAL CHEMISTRY, 1985, 31 (06) : 1003 - 1004
  • [45] ANGIOTENSIN-CONVERTING ENZYME (ACE) IN SEPSIS
    RICE, CL
    KOHLER, JP
    CASEY, L
    SZIDON, JP
    DAISE, M
    MOSS, GS
    CIRCULATORY SHOCK, 1983, 11 (01) : 59 - 63
  • [46] SERUM ANGIOTENSIN CONVERTING ENZYME (ACE) IN SILICOSIS
    BUCCA, C
    VEGLIO, F
    ROLLA, G
    CACCIABUE, M
    CICCONI, C
    OSSOLA, M
    NUZZI, A
    AVOLIO, G
    ANGELI, A
    EUROPEAN JOURNAL OF RESPIRATORY DISEASES, 1984, 65 (07): : 477 - 480
  • [47] ANGIOTENSIN-CONVERTING ENZYME (ACE) IN ARTHRITIS
    BELILOS, E
    RUMORE, P
    CARSONS, SE
    ARTHRITIS AND RHEUMATISM, 1993, 36 (05): : R38 - R38
  • [48] Is AV fistula patency associated with angiotensin-converting enzyme (ACE) polymorphism and ACE inhibitor intake?
    Heine, GH
    Ulrich, C
    Köhler, H
    Girndt, M
    AMERICAN JOURNAL OF NEPHROLOGY, 2004, 24 (04) : 461 - 468
  • [49] INHIBITION OF ANGIOTENSIN CONVERTING ENZYME BY RAMIPRIL IN SERUM AND TISSUE OF MAN
    ERMAN, A
    WINKLER, J
    CHENGAL, B
    RABINOV, M
    ZELYKOVSKI, A
    TADJER, S
    SHMUELI, J
    LEVI, E
    AKBARY, A
    ROSENFELD, JB
    JOURNAL OF HYPERTENSION, 1991, 9 (11) : 1057 - 1062
  • [50] Inhibitory control of angiotensin-converting enzyme by ramipril in migraine
    Park, Hyun-Jung
    Lee, Soon-Tae
    Kim, Manho
    NEUROLOGY ASIA, 2013, 18 (03) : 289 - 291