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ChemicalBook CAS DataBase List BYSSOCHLAMICACID

BYSSOCHLAMICACID synthesis

13synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 16 steps
1.1: 93 percent / NaH / benzene / 1.5 h / Heating
2.1: Br2 / diethyl ether / 2.17 h / 0 °C
3.1: 39 percent / methanol / 0 - 20 °C
4.1: 98 percent / porcine liver esterase; aq. Na2HPO4; aq. K2HPO4 / acetone / 3 h / 20 °C / pH 7
5.1: triethylamine / tetrahydrofuran / 0.5 h / 0 °C
5.2: 89 percent / NaBH4 / H2O / 0.5 h / 0 °C
6.1: 93 percent / TsOH monohydrate / CH2Cl2 / 1 h / 20 °C
7.1: DIBAL-H / CH2Cl2; hexane / 1 h / -78 °C
7.2: 91 percent / Rochelle's salt / CH2Cl2 / 0.33 h
8.1: 95 percent / 2,6-lutidine / CH2Cl2 / 1 h / 0 °C
9.1: 71 percent / MgBr2 / diethyl ether / 5 h / 20 °C
10.1: 60 percent / EDCl; DMAP / CH2Cl2 / 4 h / 20 °C
11.1: aq. HF / acetonitrile / 1.5 h / 20 °C
12.1: 23.6 mg / DCC; DMAP*HCl / CHCl3 / 20 h / Heating
13.1: CH2Cl2 / Photolysis
14.1: aq. LiOH / dioxane / 1.5 h / 50 °C
15.1: KMnO4 / H2O; dioxane / 1 h / 40 °C
16.1: aq. HCl

References:

White, James D.;Kim, Jungchul;Drapela, Nicholas E. [Journal of the American Chemical Society,2000,vol. 122,# 36,p. 8665 - 8671]