3- amino-cyclopentanecarboxylic acid

The short Sanofi route to irbesartan (3) is outlined in Scheme 9.6. Dihydroimidazolone 27, which is prepared from the reaction of 1-amino-cyclopentanecarboxylic acid ester (25) with ethyl pentanimidate (26) in the presence of acetic acid in refluxing xylene, is alkylated with biphenylbenzyl bromide 18 in the presence of sodium hydride in DMF to give 28. Finally, the synthesis of irbesartan (3) is completed by the tetrazole formation from reaction of the nitrile group of 28 with tributyltin azide in refluxing xylene. [See Bernhart et al. (1993a, b).]... 

Because some of the compounds with general structure 316 have noteworthy pharmacological activities, a number of alternative methods have been developed for the synthesis of the 2-substituted and 2,3-disubstituted derivatives 316. 2-Substituted derivatives of 316 cis, n = 1, 2, 3, 4 trans, n = 2, 3, 4) were prepared (77GEP2643384 80AUP507798) from 312-315 with ethyl benzimidates. The attempted ring closure of trans-2-amino-l-cyclopentanecarboxylic acid to rra/w-fused derivatives failed. In this reac-... 

Amino-l-cyclopentanecarboxylic acid [52-52-8] M 129.2, m 330°(dec). Crystd from aq EtOH. 

Chiral Auxiliary. (/ ,/ )-( ) has been used as a chiral auxiliary to direct the stereochemistry of addition of a nucleophile to an acrylate moiety. Almost complete stereoselectivity is achieved in the addition of cyclopentanecarboxylic acid lithium dianion to the a-substituted acrylate substrate (eq 14). This methodology allows stereochemical control at the a-position of a p-amino ester and thus complements the methodology described above for the stereoselective formation of p-substituted p-amino esters. 

Aconol X6. See PEG-6 tallate AconoIXIO. See PEG-10 tallate Acorus calamus. See Calamus oil Calamus Acorus calamus oil. See Calamus oil ACP-70. See Sodium cocaminopropionate ACP 200. See Fuller s earth ACPC. See 1-Amino-1-cyclopentanecarboxylic acid... 

Amino-1-cyclopentanecarboxylic acid CAS 52-52-8 EINECS/ELINCS 200-144-6 Synonyms ACPC 1-Aminocyclopentane-1-carboxylic acid Cycloleucine... 

Aminocyclopentane-1-carboxylic acid. See 1-Amino-1-cyclopentanecarboxylic acid... 

Cyc/o/ SPS. See Cetyl esters Cycloleucine 2714, Cycloleucine Cycloleucine. See 1-Amino-1-cyclopentanecarboxylic acid Cyclolube 62, Cyclolube 85] Cyclolub 120] Cyclolube 132] Cyclolube 210] Cyclolube 213] Cyclolube 270, Cyclolube 413] Cyclolube 2290] Cyclolube 2310] Cyclolube 4053] Cyclolube NN-1] Cyclolube NN-2. See Naphthenic oil Cyclomaltoheptaose Cyclomaltohexaose Cyclomaltooctaose. See Cyclodextrin Cyclomethicone... 

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