Technology Process of (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-(2,4,6-trimethylphenyl)butan-1-ol
There total 12 articles about (2S,3S)-2-{[(tert-butoxy)carbonyl]amino}-3-(2,4,6-trimethylphenyl)butan-1-ol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 97 percent / CH2Cl2 / 24 h / Heating
2: 86 percent / DIBAL-H / diethyl ether; hexane / 5 h / 20 °C
3: 4 Angstroem mol. sieves; titanium tetraisopropoxide; tert-butyl hydroperoxide / (+)-diisopropyl L-tartrate / CH2Cl2; 2,2,4-trimethyl-pentane / 8 h / -30 °C
4: 97 percent / LiClO4 / acetonitrile / 24 h / 65 °C
5: 68 percent / H2 / 15 percent Pd(OH)2/C / methanol / 48 h / 20 °C / 760 Torr
6: 91 percent / 1H-imidazole / dimethylformamide / 24 h / 20 °C
7: 82 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 20 °C
8: 94 percent / NaH / tetrahydrofuran / 3 h / 20 °C
9: 48 percent / CuI / diethyl ether / 0 °C
10: 86 percent / Bu4NF*H2O / tetrahydrofuran / 1 h / 20 °C
With
1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; copper(l) iodide; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; lithium perchlorate; sodium hydride; diisobutylaluminium hydride; triethylamine;
palladium dihydroxide; L-(+)-diisopropyl tartrate;
In
tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
1: Condensation / 2: Reduction / 3: Oxidation / 4: Ring cleavage / 5: Hydrogenation / 6: Etherification / 7: Acylation / 8: Elimination / 9: Ring cleavage / 10: Hydrolysis;
DOI:10.1002/(SICI)1522-2675(20000510)83:5<972::AID-HLCA972>3.0.CO;2-9
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 62 percent / H2 / 10 percent Pd/C / ethyl acetate / 1 Torr
2: 91 percent / 1H-imidazole / dimethylformamide / 24 h / 20 °C
3: 82 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 5 h / -15 - 20 °C
4: 94 percent / NaH / tetrahydrofuran / 3 h / 20 °C
5: 48 percent / CuI / diethyl ether / 0 °C
6: 86 percent / Bu4NF*H2O / tetrahydrofuran / 1 h / 20 °C
With
1H-imidazole; dmap; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1: Reduction / 2: Etherification / 3: Acylation / 4: Elimination / 5: Ring cleavage / 6: Hydrolysis;
DOI:10.1002/(SICI)1522-2675(20000510)83:5<972::AID-HLCA972>3.0.CO;2-9
![(2S,3S)-1-{[(tert-butyl)dimethylsiyl]oxy}-2-{[(tert-butoxy)carbonyl]amino}-3-(2,4,6-trimethylphenyl)butan-2-amine](/Databaselist/images/loading.webp)
