Technology Process of 3-Pyrrolidineacetic acid, 2-carboxy-4-(4-methoxyphenyl)-, (2S,3S,4S)-
There total 25 articles about 3-Pyrrolidineacetic acid, 2-carboxy-4-(4-methoxyphenyl)-, (2S,3S,4S)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 20 steps
1: Et3N
2: imidazole
3: TFA
4: 1) tBuOCl, 2) Et3N
5: pyridine
6: 70 percent / TBAF
7: 100 percent / N,N-dimethylaniline
8: 100 percent / nBu3SnH, AIBN / benzene / Heating
9: DBU / toluene / Heating
10: Jones-oxidation
11: 94 percent / BH3-Me2S / tetrahydrofuran / 0 deg C to r.t.
12: 65 percent / Et3N, DMAP
13: 86 percent / pyridine
14: H2 / Pd/C
15: TBAF
17: PDC / dimethylformamide
19: H2, KOH
20: 60 percent / Ba(OH)2
With
pyridine; 1H-imidazole; dmap; barium dihydroxide; potassium hydroxide; dipyridinium dichromate; tert-butylhypochlorite; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; N,N-dimethyl-aniline; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)78802-2
- Guidance literature:
-
Multi-step reaction with 19 steps
1: imidazole
2: TFA
3: 1) tBuOCl, 2) Et3N
4: pyridine
5: 70 percent / TBAF
6: 100 percent / N,N-dimethylaniline
7: 100 percent / nBu3SnH, AIBN / benzene / Heating
8: DBU / toluene / Heating
9: Jones-oxidation
10: 94 percent / BH3-Me2S / tetrahydrofuran / 0 deg C to r.t.
11: 65 percent / Et3N, DMAP
12: 86 percent / pyridine
13: H2 / Pd/C
14: TBAF
16: PDC / dimethylformamide
18: H2, KOH
19: 60 percent / Ba(OH)2
With
pyridine; 1H-imidazole; dmap; barium dihydroxide; potassium hydroxide; dipyridinium dichromate; tert-butylhypochlorite; 2,2'-azobis(isobutyronitrile); dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; N,N-dimethyl-aniline; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/S0040-4039(00)78802-2
