SCOPUS 정보 검색 플랫폼

Volumn 2, Issue 8, 2005, Pages 703-706

The total synthesis of pitipeptolide A

Author keywords

Cyanobacteria; Depsipeptide; Lyngbya majuscula; Macrocyclization; Total synthesis

Indexed keywords

EID: 33846911289 PISSN: 15701786 EISSN: None Source Type: Journal
DOI: 10.2174/157017805774717481 Document Type: Review

Times cited : (24)

References (15)

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15
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- Macrocyclization to form pitipeptolide A: TFA(4 mL) was added dropwise to a 0°C solution of 25 (19mg, 0.02mmol) in CH2Cl2 (1mL, After 4h the mixture was evaporated and the residue was dissolved in dry DMF (30mL) and treated sequentially with FDPP (59.3mg, 0.155mmol, iPr2NEt (80 μl, 0.464mmol, Stirring at r.t. was continued for 3d. The mixture was evaporated (30-40°ÊA/0.3mmHg, and the residue was dissolved in EtOAc and worked up. Purification by chromatography (EtOAc: Hexane, 2:3) gave pitipeptolide A 10mg (64, IR (neat, v, 3404, 3311, 2965, 2935, 2877, 1747, 1731, 1651, 1518, 1468, 1371, 1281, 1200, 1090, 1032, 968, 916, 805, 752, 701, 665. 1H NMR (400 MHz, CDCl3, δ, 0.85-0.91 (m, 12H, 0.937(d, J=7.0 Hz, 3H, 1.0(d, J=6.78Hz, 3H, 1.16(s, 3H, 1.31(s. 3H, 1.11-1.28 (m, 2H, 1.39-1.47(m, 2H, 1.53-1.63 (m, 3H, 1.72-1.85 (m, 4H, 1.92-2.07 (m, 2H, 1.97(t, J=2.6Hz, 1H, 2.19-2.26 m, 2H, 2
- 20= -111.1 (c = 0.45, MeOH).

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