Réaction #42684

Équation de réaction

intermediate

tert-Butyl allyl(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)carbamate

→

crude product

tert-Butyl 9-((tert-butoxycarbonyl)amino)-14,30-dichloro-5-methyl-7,17-dioxo-4,24-dioxa-3,8,10,16,19-pentaazatetracyclo[23.2.2.212,15.02,6]-hentriaconta-1(27),2,5,8,12,14,21,25,28,30-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 (170 mg, 0.216 mmol) from Step 1(B) was dissolved in 35 mL of 1,2-dichloroethane, followed by the addition of Grubbs Catalyst 2nd Generation (40 mg, 0.047 mmol) with 2 mL of 1,2-dichloroethane. The resulted reaction mixture was stirred at 45° C. for 2 hrs. Solvent was evaporated in vacuo to give a crude product, which was purified by flash chromatography (15% EtOAc/DCM, Rf 0.37) to give 85 mg (53%, theoretical yield 161 mg).

Source