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Retrosintetik dan Strategi Sintesis

Retrosintetik dan Strategi Sintesis. Pengertian. Analisis retrosintetik adalah proses “ menguraikan ” molekul target sampai didapat bahan awal yang tersedia

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Retrosintetik dan Strategi Sintesis

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  1. RetrosintetikdanStrategiSintesis

  2. Let, 2/11-10-2010 Pengertian • Analisisretrosintetikadalahproses “menguraikan” molekul target sampaididapatbahanawal yang tersedia • Caranyadenganmelakukanpemutusanikatanimajiner(diskoneksi)dankonversisatugugusfungsikegugusfungsi yang lain melaluireaksikimia yang efisien(interkonversigugusfungsi/tukargugusfungsi).

  3. Let, 2/11-10-2010 Sinton danEkivalensintetik • Sinton adalahfragmen yang dihasilkandariprosesdiskoneksiikatanpadamolekul target. Adasintonpositif (+) dansintonnegatif (-).

  4. Kepolaranlaten Think about some of the reactions we've looked at for carbonyl compounds:

  5. Let, 2/11-10-2010

  6. ≡ Sinton harusmempunyaikepolaranlaten yang samadenganekivalensintetik

  7. Contohanalisisretrosintetik 1 Sintesis :

  8. Contohanalisisretrosintetik 2 Sintesis :

  9. Contohanalisisretrosintetik 3 Sintesis :

  10. ContohAnalisisRetrosintetik 4 Sintesis :

  11. Contohanalisisretrosintetik 5 Sintesis :

  12. Analisisretrosintetik 6 Sintesis :

  13. StrategidanPerencanaan • Pertimbangkanberbagaikemungkinan • Jikamemungkinkan, pilihlahrutesintesiskonvergendaripada linier, karenaakanmemberikanrendemen yang lebihbesar • Cobalahberbagaicaradiskoneksidan IGF • Arahkankepenyederhanaanterbaik (diskoneksiditengahataudipercabangan) • Manfaatkansimetri yang adapadamolekul target • Masukkangugusfungsipadaposisi yang diperlukanuntukmempermudahpembentukanikatan • Menggunakanguguspelindung

  14. eg. Linear vs. convergent synthesis assume 80% yields (optimistic!)

  15. Linear: Convergent:

  16. Diskoneksiditengah

  17. Di percabangan :

  18. Perhatikansimetri

  19. Sometimes it helps the retrosynthesis if you add a functional group to facilitate bond formation (Functional Group Addition, FGA). An example of this is acetoacetic ester synthesis: Thus:

  20. The synthesis therefore is

  21. Menggunakanguguspelindung Alternatively, potentially reactive groups can be protected or masked so they don't react, eg. reduction of an ester in the presence of a ketone Note that protection strategy requires two extra steps (must be efficient); better syntheses minimise the use of protecting groups.

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