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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container_end_page 662
container_issue 5
container_start_page 655
container_title Chemical & pharmaceutical bulletin
container_volume 15
creator Shimizu, Masao
Nagase, Osamu
Okada, Seizaburo
Hosokawa, Yasuhiro
Tagawa, Hiroaki
Abiko, Yasushi
Suzuki, Tadao
description 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.
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title Investigations on Pantothenic Acid and Its Related Compounds. V. Chemical Studies. (4). A Total Synthesis of Coenzyme A via Thiazoline Intermediate
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