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Volumn 25, Issue 5, 1984, Pages 487-490

A short, efficient total synthesis of (±) acivicin and (±) bromo-acivicin

Author keywords

[No Author keywords available]

Indexed keywords

ACIVICIN;

BROMOACIVICIN; DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG SYNTHESIS; NONHUMAN; PRELIMINARY COMMUNICATION; THEORETICAL STUDY;

EID: 0021319263 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(00)99918-0 Document Type: Article

Times cited : (88)

References (15)

2
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- (1981) J. Am. Chem. Soc. , vol.103 , pp. 942
- Baldwin¹ Kruse² Cha³

3
- 0006216470
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 7357
- Silverman¹ Holladay²

8
- 84918404126
- and references cited therein.
- (1980) J. Org. Chem. , vol.45
- Ardakani¹ Rapoport²

10
- 0000315480
- The Reaction of Sodium Azide with Some Representative Epoxides
- (1954) Journal of the American Chemical Society , vol.76 , pp. 1231
- VanderWert¹ Heisler² McEwen³

12
- 84918404125
- All new compounds were characterized spectroscopically and by elemental analysis.

13
- 0000401192
- Imidoester, I. Darstellung von Trichloracetimidsäureestern
- (1958) Chemische Berichte , vol.91 , pp. 1049
- Cramer¹ Pawelzik² Baldauf³

14
- 84914199073
- 4), filtered and evaporated. The residue, upon crystallization from Skellysolve B afforded the title compound (500 g, m.p. 65–66°C) as a [[Truncated]]
- (1930) Gazz. Chim. Ital. , vol.60 , pp. 700
- DePaolini¹

15
- 84918404124
- Natural acivicn was provided by the NCI. The synthetic (±)1 and (±)6 showed comparable in vivo antitumor activity in the same L1210 murine leukemia test to the natural product at equivalent doses e:g at 8 mg/kg dose T/C (%) for natural acivicin = 192, T/C (%) for (±)1 = 185; T/C (%) for (±)6 = 169.

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