Investigations on Pantothenic Acid and Its Related Compounds. V. Chemical Studies. (4). A Total Synthesis of Coenzyme A via Thiazoline Intermediate

Investigations on Pantothenic Acid and Its Related Compounds. V. Chemical Studies. (4). A Total Synthesis of Coenzyme A via Thiazoline Intermediate

Synthesis of coenzyme A using thiazoline (Vb) as intermediate is described. D-Pantothenonitrile (I) was treated with adenosine 2', 3'-cyclic phosphate 5'-phosphoromorpholidate (IIb) in pyridine followed by ribonuclease T2 to yield P1-adenosine 3'-phosphate 5'-P2-D-pantotheno...

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Veröffentlicht in:Chemical & pharmaceutical bulletin 1967/05/25, Vol.15(5), pp.655-662
Hauptverfasser: Shimizu, Masao, Nagase, Osamu, Okada, Seizaburo, Hosokawa, Yasuhiro, Tagawa, Hiroaki, Abiko, Yasushi, Suzuki, Tadao
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Sprache:eng
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Zusammenfassung:Synthesis of coenzyme A using thiazoline (Vb) as intermediate is described. D-Pantothenonitrile (I) was treated with adenosine 2', 3'-cyclic phosphate 5'-phosphoromorpholidate (IIb) in pyridine followed by ribonuclease T2 to yield P1-adenosine 3'-phosphate 5'-P2-D-pantothenonitrile 4'-pyrophosphate (IVb). Condensation of IV b with cysteamine gave thiazoline (Vb), which was then hydrolyzed to afford coenzyme A.
ISSN:0009-2363
1347-5223
DOI:10.1248/cpb.15.655