trienomycin A synthesis

10synthesis methods

Product Name:trienomycin A
CAS Number:98873-83-7
Molecular formula:C36H50N2O7
Molecular Weight:622.79

2-Azabicyclo[18.3.1]tetracosa-1(24),6,8,10,16,20,22-heptaen-3-one, 13,15,22-trihydroxy-5-methoxy-14,16-dimethyl-, (5R,6E,8E,10E,13S,14S,15R,16Z)-

117543-72-3
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98873-83-7
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Yield:-

Steps:

Multi-step reaction with 7 steps
1: CSA
2: 71 percent / i-Pr₂EtN / CH₂Cl₂
3: 95 percent / camphorosulfonic acid / methanol
4: 56 percent / DMAP / CH₂Cl₂ / -78 °C
5: Et₂NH / CH₂Cl₂ / 0.5 h / 25 °C
6: benzotriazol-1-yloxytris(dimethylamino phosphonium hexafluorophosphate (BOP), Et₃N / CH₂Cl₂
7: 86 percent / TBAF / methanol; tetrahydrofuran

References:

Smith III, Amos B.;Wood, John L.;Wong, Weichyun;Gould, Alexandra E.;Rizzo, Carmelo J.;Barbosa, Joseph;Komiyama, Kanki;Omura, Satoshi [Journal of the American Chemical Society,1996,vol. 118,# 35,p. 8308 - 8315]

Ansatrienol A, 20,23-didehydro-20,23-dideoxo-20-[[(1,1-dimethylethyl)dimethylsilyl]oxy]- (9CI)

134861-32-8
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98873-83-7
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References

D-Alanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 11-ester with 20,23-didehydro-20,23-dideoxo-20-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ansatrienol A (9CI)

180628-67-5
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98873-83-7
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References

100662-00-8
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98873-83-7
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References

Ansatrienol A, 20,23-didehydro-20,23-dideoxo-20-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-11,13-O-(1-methylethylidene)- (9CI)

171013-73-3
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98873-83-7
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References

trienomycin A Related Search:

hexahydrohippurate mycotrienin II