SCOPUS 정보 검색 플랫폼

Tetrahedron Letters

Volumn 23, Issue 40, 1982, Pages 4147-4150

The synthesis of furan-based secoprostacyclins

(3) Saunders, John a Tipney, David C a Robins, Peter a

a AKZO NOBEL CENTRAL RESEARCH (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

NEW DRUG;

2 HEXYL 5 METHYL 4 NONYLFURAN DERIVATIVE; 6 [5 METHYL 4 (1 METHYLNONYL) 2 FURYL] 1 HEXANOL; DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG SYNTHESIS; PRELIMINARY COMMUNICATION; THEORETICAL STUDY;

EID: 0020369426 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)88371-9 Document Type: Article

Times cited : (16)

References (9)

1
- 0017837643
- (1978) Nature , vol.271 , pp. 467
- Bolger¹ Eisner² Ramwell³ Slotkoff⁴ Corey⁵

2
- 0017337980
- (1977) J. Medicin. Chem. , vol.20 , pp. 35
- Bicking¹ Robb² Smith³ Cragoe⁴ Kuehl⁵ Mandel⁶

3
- 0018390868
- (1979) J. Amer. Chem. Soc. , vol.101 , pp. 766
- Nicolaou¹ Barnette² Magolda³

4
- 84914197473
- All new compounds gave spectra (IR, NMR, MS) consistent with the assigned structure and satisfactory accurate mass measurement or combustion analysis.

5
- 84914197472
- Similar results were obtained when either benzyl or tetrahydropyranyl was used as protecting group.

6
- 84914197471
- 1-chloro-3-octanol, required in the synthesis of 19, was prepared by two alternative routes. The first involved sequential alkylation of 1,3-dithiane with 1-bromopentane and the tetrahydropyranyl ether of 2-bromoethanol followed by disulphurisation, chlorination and borohydride reduction of the ketone. This same intermediate was also available from acrolein by addition of hydrogen chloride followed by pentylation of the aldehyde with pentyl magnesium bromide.

7
- 0000744771
- During the course if this part of our programme we aware of the accidental synthesis of a close analogue of 6 by the Merck group - J. Medicin. Chem., 1978, 21, 1011.
- (1962) Arch. Pharm. , vol.295 , pp. 627
- Schulte¹ Reisch² Mock³

8
- 0015921954
- Simple synthesis of 8-methylprostaglandin C2
- (1973) Journal of the American Chemical Society , vol.95 , pp. 8483
- Corey¹ Sachdev²

9
- 84914197470
- All compounds were tested for thei ability to inhibit the aggregation of human platelets induced by ADP in platelet-rich plasma (Dr. M. Johnson)_and as diuretic agents (Dr. S.T. Kau) which involved oral dosing to salt-loaded male Wistar rats. No compound was sufficiently active to merit further study.

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