Liebigs Annalen der Chemie

Synthetic microbial chemistry, XXIV. Synthesis of antibiotic 1233A, an inhibitor of cholesterol biosynthesis

K Mori, Y Takahashi

Index: Mori, Kenji; Takahashi, Yoshio Liebigs Annalen der Chemie, 1991 , # 10 p. 1057 - 1065

Full Text: HTML

Citation Number: 14

Abstract

Abstract A synthesis of 1233A [(2E, 4E, 7R, 2′ R, 3′ R)-11-[3′-(hydroxymethyl)-4′-oxo- 2′-oxetanyl]-3, 5, 7-trimethyl-2, 4-undecadienoic acid (1a)] was achieved by employing (R)- 2-hydroxymethyl-3-butenyl acetate (2a) and (R)-citronellic acid (3) as chiral building blocks. The former was prepared by lipase-mediated asymmetric hydrolysis of the corresponding diacetate.

Related Articles:

Total synthesis of the cholesterol biosynthesis inhibitor 1233A via a (π-allyl) tricarbonyliron lactone complex

[Bates, Roderick W.; Fernandez-Megia, Eduardo; Ley, Steven V.; Ruck-Braun, Karola; Matthew Tilbrook Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 14 p. 1917 - 1925]

Total synthesis of L-659,699, a novel inhibitor of cholesterol biosynthesis

[Chiang; Yang; Heck; Chabala; Chang Journal of Organic Chemistry, 1989 , vol. 54, # 24 p. 5708 - 5712]

Total synthesis of 1233A

[Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. Journal of Organic Chemistry, 1993 , vol. 58, # 4 p. 832 - 839]

Total synthesis of 1233A

[Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. Journal of Organic Chemistry, 1993 , vol. 58, # 4 p. 832 - 839]

Total synthesis of 1233A

[Wovkulich, P. M.; Shankaran, K.; Kiegiel, J.; Uskokovic, M. R. Journal of Organic Chemistry, 1993 , vol. 58, # 4 p. 832 - 839]

More Articles...