With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.278788-60-6,(R)-1-Boc-Piperazine-2-carboxylic acid,as a common compound, the synthetic route is as follows.
PREPARATIVE EXAMPLE 6; The tricyclic alcohol [] (5.6 gm, 17.33 mmol) was dissolved in CH2Cl2 (56 mL) and SOCl2 (2.46 mL) was added while stirring under a dry N2 atmosphere. After 5 hrs. the tlc was checked ( by adding an aliquot of the reaction mixture to 1N NaOH and shaking with CH2Cl2 and checking the CH2Cl2 layer by tlc using 50percent EtOAc/Hexanes as the eluent). The mixture was evaporated to give a gum which was evporated from dry toluene twice and once from CH2Cl2 to give a foamy solid. The resulting chloro-tricyclic compound was dissolved in dry DMF (100 mL) and the title compound from Preparative Example 5 (3.98 gm) was added followed by triethylamine (12.11 mL) and the mixture stirred at ambient temperature under a nitrogen atmosphere. After 24 hours, the reaction mixture was concentrated and the residue dissolved in EtOAc (200 mL) and washed with brine. The brine layer was extracted with EtOAc (2X) and the combined organics were dried over MgSO4, filtered, and evaporated to give a foamy solid. The solid was chromatographed on a 1 1/2″ X 14″ column of silica gel eluting with 2L of 0.4percent 7N MeOH/NH3:CH2Cl2, 6L of 0.5percent 7N MeOH/NH3:CH2Cl2, 2L of 0.65percent 7N MeOH/NH3:CH2Cl2, 2L of 0..8percent 7N MeOH/NH3:CH2Cl2, 4L of 1percent 7N MeOH/NH3:CH2Cl2, 2L of 3percent 2N MeOH/NH3:CH2Cl2, 2L of 5percent 2N MeOH/NH3:CH2Cl2, 2L of 10percent 2N MeOH/NH3:CH2Cl2, 2L of 15percent 2N MeOH/NH3:CH2Cl2, 4L of 20percent 2N MeOH/NH3:CH2Cl2 to obtain 4.63 gm of final product.
278788-60-6, 278788-60-6 (R)-1-Boc-Piperazine-2-carboxylic acid 24820285, apiperazines compound, is more and more widely used in various fields.
Reference£º
Patent; SCHERING CORPORATION; EP1140904; (2005); B1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics