반응 #42687

반응 방정식

intermediate

tert-Butyl (2-((4-((((Z)-(((3-(4-(allyloxy)phenyl)-5-methyl-4-isothiazolyl)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-26-oxa-4-thia-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

용매

1,2-dichloroethane

1,2-dichloroethane

반응 조건

후처리

1. 1
   기타The resulted reaction mixture
2. 2
   workup.ADDITIONafter the initial addition) Solvent
3. 3
   기타was evaporated in vacuo

실험 절차

The intermediate (114 mg, 0.140 mmol) from Step 4(B) was dissolved in 45 mL of 1,2-dichloroethane, followed by the addition of Grubbs Catalyst 1st Generation (22 mg, 0.020 mmol) with 1 mL of 1,2-dichloroethane. The resulted reaction mixture was stirred at 70° C. for 6 hrs. (additional 14 mg of Grubbs Catalyst was added 2 hrs. after the initial addition) Solvent was evaporated in vacuo to give a crude product, which was purified by flash chromatography (10% EtOAc/DCM, Rf 0.19) to give 75 mg (68%, theoretical yield 110 mg) of the product, which is a mixture of cis and trans isomers. LCMS (method B) RT 3.78 min., MH+787.8.

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