Réaction #42686

Équation de réaction

intermediate

tert-Butyl (2-((4-((((Z)-(((3-(4-(allyloxy)phenyl)-5-methyl-4-isoxazolyl)carbonyl)imino)((tert-butoxycarbonyl)amino)methyl)amino)methyl)-2,6-dichlorophenyl)amino)-2-oxoethyl)4-penten-1-ylcarbamate

→

crude product

tert-Butyl 9-((tert-butoxycarbonyl)amino)-14,32-dichloro-5-methyl-7,17-dioxo-4,26-dioxa-3,8,10,16,19-pentaazatetracyclo[25.2.2.212,15.02,6]-tritriaconta-1(29),2,5,8,12,14,23,27,30,32-decaene-19-carboxylate

Solvants

1,2-dichloroethane

1,2-dichloroethane

Conditions de réaction

Traitement

1. 1
   AutreThe resulted reaction mixture
2. 2
   AutreSolvent was evaporated in vacuo

Mode opératoire

The intermediate (50 mg, 0.063 mmol) from Step 3(B) was dissolved in 15 mL of 1,2-dichloroethane, followed by the addition of Grubbs Catalyst 2nd Generation (17 mg, 0.020 mmol) with 1 mL of 1,2-dichloroethane. The resulted reaction mixture was stirred at 40° C. for 2 hrs. Solvent was evaporated in vacuo to give a crude product, which was purified by flash chromatography (15% EtOAc/DCM) to give two compounds, 11 mg of cis-3C (Rf 0.47) and 23 mg of trans-3C (Rf 0.28).

Source