- What Is The Reaction Mechanism From 5 To 7 1 (139.41 KiB) Viewed 71 times
what is the reaction mechanism from 5 to 7?
-
answerhappygod
- Site Admin
- Posts: 899603
- Joined: Mon Aug 02, 2021 8:13 am
what is the reaction mechanism from 5 to 7?
what is the reaction mechanism from 5 to 7?
Scheme 2. Discovery synthesis of CP-724,714a OH CO2H с d N NH2 5 6 7 NHBOC 8 Me е CI H NHBOC Me CI a, b O2N 'N 2 H2N Me НО. 'N Me 3 f Me NHBOC g, h, i HN Me Me 10 OME HN HN Me 1.2 MeSO3H 1 j a Process conditions and results: a) K2CO3, DMF, 110 °C; b) 10% Pd/C, H2, MeOH, H20, 62%, 2 steps; c) formamidine acetate, EtOH, reflux, 80%; d) (COCI)2, DMF, DCE, 53%; e) Pd(PPh3)2Cl2; Cul, i-Pr2NH, THF, 65 °C, 18 h; f) DCE/t-BuOH, 80 °C, 1 h, 73%, 2 steps; g) Red-Al; THF; 0 °C; 2 h; h) HCI, MeOH, 83%, 2 steps; i) i) MeOCH CO2H, CDI, CH2Cl2, 93%; ii) EtOAc; iii) MeCN, 38%; j) MeSO3H, 'PrOH. 93%.
Scheme 2. Discovery synthesis of CP-724,714a OH CO2H с d N NH2 5 6 7 NHBOC 8 Me е CI H NHBOC Me CI a, b O2N 'N 2 H2N Me НО. 'N Me 3 f Me NHBOC g, h, i HN Me Me 10 OME HN HN Me 1.2 MeSO3H 1 j a Process conditions and results: a) K2CO3, DMF, 110 °C; b) 10% Pd/C, H2, MeOH, H20, 62%, 2 steps; c) formamidine acetate, EtOH, reflux, 80%; d) (COCI)2, DMF, DCE, 53%; e) Pd(PPh3)2Cl2; Cul, i-Pr2NH, THF, 65 °C, 18 h; f) DCE/t-BuOH, 80 °C, 1 h, 73%, 2 steps; g) Red-Al; THF; 0 °C; 2 h; h) HCI, MeOH, 83%, 2 steps; i) i) MeOCH CO2H, CDI, CH2Cl2, 93%; ii) EtOAc; iii) MeCN, 38%; j) MeSO3H, 'PrOH. 93%.