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ChemicalBook CAS DataBase List gibberellin A1

gibberellin A1 synthesis

2synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 9 steps
1: triethylamine / CH2Cl2 / 6 h / 25 °C
2: pyridine / CH2Cl2 / 12 h / 25 °C
3: diisopropylethylamine / 1,2-dichloro-ethane / 3 h / 60 °C
4: K2CO3 / methanol / 0.5 h / -10 °C
5: aq. pyridine / tetrahydrofuran / 20 h / 80 °C
6: 96 percent / 1.) LDA, 2.) Li / tetrahydrofuran; liquid ammonia / -78 °C
7: 95 percent / iodine, aq. NaHCO3 / tetrahydrofuran / 0.5 h / 0 °C
8: sodium borohydride / dimethylsulfoxide / 2 h / 75 °C
9: aq. acetic acid / 35 h / 60 °C

References:

Shimano;Nagaoka;Yamada [Chemical and Pharmaceutical Bulletin,1990,vol. 38,# 1,p. 276 - 278]

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