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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 20, 1990 - Issue 22
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Original Articles

Synthesis of N-(Tert-butoxycarbonyl)-3-(4-thiazoIyl)-L-alanine

Chi-Nung Hsiao Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
,
M. Robert Leanna Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
,
Lakshmi Bhagavatula Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
,
Edwin De Lara Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
,
Thomas M. Zydowsky Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
,
Bruce W. Horrom Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
&
Howard E. Morton Abbott Laboratories, Dept. 45L/AP10, Process Chemistry Pharmaceutical Products Research Division, Abbott Park, Illinois, 60064
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Pages 3507-3517 | Received 14 Oct 1990, Published online: 24 Oct 2006

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Pulla Reddy Singam, CurtW. Bradshaw, JeromeA. Menzia, B.A. Narayanan, ToddW. Rockway, Noel Welch & Jien-HehJ. Tien. (1996) An Efficient Process for the Synthesis of Renin Inhibitor, ABT-517. Synthetic Communications 26:14, pages 2751-2756.
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Articles from other publishers (20)

Naotake KobayashiNorihito SatoKatsuji SugitaTsuyoshi Kihara, Katsumi KoikeTamio SugawaraYukio TadaTakayoshi Yoshikawa. (2021) Synthesis and Evaluation of <i>in Vivo</i> Anti-hypothermic Effect of the N- and C-Terminus Modified Thyrotropin-Releasing Hormone Mimetic: [(4<i>S</i>,5<i>S</i>)-(5-Methyl-2-oxooxazolidine-4-yl)carbonyl]-[3-(thiazol-4-yl)-L-alanyl]-L-prolinamide. Chemical and Pharmaceutical Bulletin 69:4, pages 314-324.
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Naotake Kobayashi, Norihito Sato, Katsuji Sugita, Kouji Takahashi, Tamio Sugawara, Yukio Tada & Takayoshi Yoshikawa. (2019) Synthesis and evaluation of in vivo anti‐hypothermic effect of all stereoisomers of the thyrotropin‐releasing hormone mimetic: Rovatirelin Hydrate. Journal of Peptide Science 25:12.
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David Peter & Reinhard Brückner. (2018) Syntheses of a Pair of Simplified Model Compounds of the Dihydroxycyclopentenone Core of the Kodaistatins A-D. European Journal of Organic Chemistry 2018:45, pages 6256-6273.
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Naotake Kobayashi, Norihito Sato, Yuko Fujimura, Tsuyoshi Kihara, Katsuji Sugita, Kouji Takahashi, Katsumi Koike, Tamio Sugawara, Yukio Tada, Hiroshi Nakai & Takayoshi Yoshikawa. (2018) Discovery of the Orally Effective Thyrotropin-Releasing Hormone Mimetic: 1-{ N -[(4 S ,5 S )-(5-Methyl-2-oxooxazolidine-4-yl)carbonyl]-3-(thiazol-4-yl)- l -alanyl}-(2 R )-2-methylpyrrolidine Trihydrate (Rovatirelin Hydrate) . ACS Omega 3:10, pages 13647-13666.
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David Peter & Reinhard Brückner. (2017) A New Approach to Models of the 4,5‐Dihydroxycyclopentenone Core of the Kodaistatins A–D: Elucidation of the Diol Configuration in Kodaistatin A. Chemistry – A European Journal 23:50, pages 12104-12109.
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Xuesong Luo, Gui Chen, Lin He & Xueliang Huang. (2016) Amination of Diazocarbonyl Compounds: N–H Insertion under Metal-Free Conditions. The Journal of Organic Chemistry 81:7, pages 2943-2949.
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Antoine Jobin-Des Lauriers & Claude Y. Legault. (2015) Iodine(III)-Mediated Oxidative Hydrolysis of Haloalkenes: Access to α-Halo Ketones by a Release-and-Catch Mechanism. Organic Letters 18:1, pages 108-111.
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Angela Gonzalez-de-CastroJianliang Xiao. (2015) Green and Efficient: Iron-Catalyzed Selective Oxidation of Olefins to Carbonyls with O 2 . Journal of the American Chemical Society 137:25, pages 8206-8218.
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Michael P. Curtis, Wesley Dwight, John Pratt, Marlon Cowart, Timothy A. Esbenshade, Kathy M. Krueger, Gerard B. Fox, Jia Bao Pan, Thomas G. Pagano, Arthur A. Hancock, Ramin Faghih & Youssef L. Bennani. (2004) D‐Amino Acid Homopiperazine Amides: Discovery of A‐320436, a Potent and Selective Non‐Imidazole Histamine H 3 ‐Receptor Antagonist . Archiv der Pharmazie 337:4, pages 219-229.
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Michael P. VanBrunt, Reuben O. Ambenge & Steven M. Weinreb. (2003) A Mild, Convenient, and Inexpensive Procedure for Conversion of Vinyl Halides to α-Haloketones. The Journal of Organic Chemistry 68:8, pages 3323-3326.
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A. Liese, K. Seelbach & C. WandreyAndreas Liese, Karsten Seelbach, Arne Buchholz & Jürgen Haberland. 2000. Industrial Biotransformations. Industrial Biotransformations 94 396 .
Bruno Simoneau, Pierre Lavallée, Murray Bailey, Jean-Simon Duceppe, Chantal Grand-Maître, Louis Grenier, William W Ogilvie, Marc-André Poupart & Bounkham Thavonekham. (2000) Stereoselective synthesis of renin inhibitor BILA 2157 BS. Canadian Journal of Chemistry 78:6, pages 739-748.
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Patrik Kolar, Andrej Petrič & Miha Tišler. (2009) Heteroarylalanines. Journal of Heterocyclic Chemistry 34:4, pages 1067-1098.
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. 1996. Comprehensive Heterocyclic Chemistry II. Comprehensive Heterocyclic Chemistry II 817 932 .
Alessandro Dondoni & Pedro Merino. 1996. Comprehensive Heterocyclic Chemistry II. Comprehensive Heterocyclic Chemistry II 373 474 .
B. Imperiali, R. Sinha Roy, G. K. Walkup & L. Wang. 1996. Molecular Design and Bioorganic Catalysis. Molecular Design and Bioorganic Catalysis 35 52 .
Saul H. Rosenberg, Kenneth P. Spina, Herman Stein, Jerome Cohen, William R. Baker & Hollis D. Kleinert. (1994) Renin inhibitors: C-terminal oxetanes as potent transition-state mimics. Bioorganic & Medicinal Chemistry 2:9, pages 927-937.
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Hidemi Yoda, Yoshiaki Nakagami & Kinihiko Takabe. (1994) Diastereoselective reactions of grignard reagents with chiral amino lactols derived firom L-aspartic acid. Tetrahedron: Asymmetry 5:2, pages 169-172.
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Howard E. Morton & M.Robert Leanna. (1993) Synthesis of α-halomethyl ketones: Oxidative hydrolysis of vinyl halides. Tetrahedron Letters 34:28, pages 4481-4484.
Crossref
C.‐N. HSIAO, M. R. LEANNA, L. BHAGAVATULA, E. DE LARA, T. M. ZYDOWSKY, B. W. HORROM & H. E. MORTON. (2010) ChemInform Abstract: Synthesis of N‐(tert‐Butoxycarbonyl)‐3‐(4‐thiazolyl)‐L‐alanine.. ChemInform 22:30.
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