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Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity

Publication ,  Journal Article
Cook, CE; Tallent, CR
Published in: Journal of Heterocyclic Chemistry
January 1, 1969

Natural (R)‐(+)‐pulegone (1) was converted to 3‐methylhexanoic acid (4) by a sequence which precluded racemization. Conversion of this to malonic esters8, 5, and 11 permitted the synthesis of pentobarbital (6) secobarbital (12), thiopental (9),thiamylal(10), and 5‐(2′‐pentyl)barbituric acid (7), all having the (R)‐configuration in the side chain. Copyright © 1969 Journal of Heterocyclic Chemistry

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Published In

Journal of Heterocyclic Chemistry

DOI

EISSN

1943-5193

ISSN

0022-152X

Publication Date

January 1, 1969

Volume

6

Issue

2

Start / End Page

203 / 206

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0305 Organic Chemistry
 

Citation

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Cook, C. E., & Tallent, C. R. (1969). Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity. Journal of Heterocyclic Chemistry, 6(2), 203–206. https://doi.org/10.1002/jhet.5570060210
Cook, C. E., and C. R. Tallent. “Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity.” Journal of Heterocyclic Chemistry 6, no. 2 (January 1, 1969): 203–6. https://doi.org/10.1002/jhet.5570060210.
Cook CE, Tallent CR. Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity. Journal of Heterocyclic Chemistry. 1969 Jan 1;6(2):203–6.
Cook, C. E., and C. R. Tallent. “Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity.” Journal of Heterocyclic Chemistry, vol. 6, no. 2, Jan. 1969, pp. 203–06. Scopus, doi:10.1002/jhet.5570060210.
Cook CE, Tallent CR. Synthesis of (R)‐5‐(2′‐pentyl)barbituric acid derivatives of high optical purity. Journal of Heterocyclic Chemistry. 1969 Jan 1;6(2):203–206.
Journal cover image

Published In

Journal of Heterocyclic Chemistry

DOI

EISSN

1943-5193

ISSN

0022-152X

Publication Date

January 1, 1969

Volume

6

Issue

2

Start / End Page

203 / 206

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0305 Organic Chemistry