Technology Process of methyl (S,S)-2-acetoxy-3-tert-butoxycarbonylamino-3-phenylpropionate
There total 14 articles about methyl (S,S)-2-acetoxy-3-tert-butoxycarbonylamino-3-phenylpropionate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: diethyl ether / 0.33 h / 0 °C
2: 89 percent / BuLi / hexane; diethyl ether / 1 h / -70 °C
3: 85 percent / NaBH4 / methanol / 0.5 h / -80 °C
4: 94 percent / pyridine / DMPA / 6 h / Ambient temperature
5: 1.) CF3SO3CH3; 2.) NaBH4; 3.) Hg2Cl2 / 1.) acetonitrile, rt., 10 min; 2.) MeOH, 0 deg C then rt., 10 min; 3.) acetonitrile/water, rt., 15 min
6: 0.1M aq. KMnO4, potassium phosphate buffer / 2-methyl-propan-2-ol / 20 h / Ambient temperature; pH = 7
7: diethyl ether / 0.33 h / 0 °C
With
pyridine; sodium tetrahydroborate; potassium permanganate; n-butyllithium; potassium phosphate buffer; mercury(I) chloride; methyl trifluoromethanesulfonate;
0,2,4-dichlorophenyl-0-methylisopropylamidothiophosphate;
In
methanol; diethyl ether; hexane; tert-butyl alcohol;
DOI:10.1055/s-1993-26021
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) Et2AlCl / 1.) Et2O, room temp., 15 min, 2.) Et2O, -60 deg C, 6 h
2: 1.) H2 / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h
3: 100 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating
4: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature
5: 100 percent / pyridine / 1 h / Ambient temperature
6: 83 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature
8: diethyl ether
With
pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; hydrogen; diethylaluminium chloride; toluene-4-sulfonic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00741-8
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) H2 / 1.) Pd(OH)2/C / 1.) MeOH, 70 psi, 3 d, 2.) 1,4-dioxane, room temp., 16 h
2: 100 percent / p-toluensulfonic acid monohydrate / methanol / 4 h / Heating
3: 92 percent / imidazole, 4-(dimethylamino)pyridine / dimethylformamide / 14 h / Ambient temperature
4: 100 percent / pyridine / 1 h / Ambient temperature
5: 83 percent / Bu4NF / tetrahydrofuran / 1 h / Ambient temperature
7: diethyl ether
With
pyridine; 1H-imidazole; dmap; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid;
palladium dihydroxide;
In
tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(98)00741-8