In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 108448-77-7, name is (1R)-(+)-2,10,Camphorsultam belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: (1R)-(+)-2,10,Camphorsultam
EXAMPLE 3; (E)-3-Benzyloxypropenoyl-(2’S)-bornane-10,2-sultam (Scheme 3, 3-3); To a solution of (E)-3-benzyloxyacrylic acid (1.74 kg, 9.88 mol) and dichloromethane (20 L) is added thionyl chloride (1.75 kg, 14.7 mol) over a period of 30 min. The reaction mixture is heated at reflux and the SO2 and HCl generated are scrubbed through a solution of aqueous NaOH. After 4 h (reaction progress is monitored by 1H NMR analysis), the solvent is removed under vacuum and the residual thionyl chloride is removed under vacuum overnight to give 2.00 kg (104%) of the desired acid chloride 3-2. To a solution of camphor sultam (1.72 kg, 7.98 mol) in THF (16 L) at -40 C. is added methyl magnesium bromide (2.79 L, 8.38 mol; 3M solution in ether) at a dropwise rate while maintaining the internal temperature between -30 C. and -40 C. The reaction mixture is stirred for an additional hour at 40 C. To the anion at -40 C. is added slowly, acid chloride 3-2 (1.92 kg, 96% purity based upon the use of acid, 9.4 mol) in THF (8 L) while maintaining the internal temperature below -25 C. The reaction mixture is further stirred between -30 C. and -40 C. for 1 h and allowed to warm to +10 C. over a period of 5-6 h. The reaction mixture is then quenched with saturated aqueous NH4Cl (16 L). The aqueous layer is separated and extracted twice with ethyl acetate (10 L). The combined organic layers are washed with saturated aqueous sodium carbonate (20 L) and brine (20 L). The organic layer is filtered through a pad of anhydrous MgSO4 and concentrated under vacuum to dryness to furnish 3.12 kg of the crude product 3-3. The crude product is taken up in ethyl acetate (8.3 L) and heated to 60 C. to dissolve the crude residue. The homogenous solution is diluted slowly with hexanes (30 L) while maintaining the solution at reflux. The reaction mixture is kept in a cold room for 16 h at 4 C. The crystalline material that separated is collected by filtration and washed with hexanes to give 1.906 kg (60%) of the desired product 3-3. The filtrate also contains the product, but no attempts are made to recover this material from the filtrate.
The synthetic route of 108448-77-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BioCryst Pharmaceuticals, Inc.; US2006/128789; (2006); A1;,
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