Technology Process of (S)-2-Amino-hexanedioic acid 6-benzyl ester 1-((S)-1-carbamoylmethyl-13-methyl-tetradecyl) ester
There total 12 articles about (S)-2-Amino-hexanedioic acid 6-benzyl ester 1-((S)-1-carbamoylmethyl-13-methyl-tetradecyl) ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: thionyl chloride / 1 h / Heating
2.1: pyridine; CH2Cl2
2.2: 44.5 percent / 5 h / Heating
3.1: 93 percent / H2; [Ru2Cl4{(S)-BINAP}2]*Et3N / (+)-camphorsulfonic acid / methanol / 6 h / 65 °C / 3800 - 4560 Torr
4.1: 2.25 g / 1N sodium hydroxide / H2O; methanol / 1 h / Heating
5.1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide*HCl / dimethylformamide / 0.5 h
6.1: 90 percent / 28 percent ammonium hydroxide / H2O; dimethylformamide
7.1: 84 percent / benzotriazole-1-yloxytrispyrrolidino-phosphonium hexafluorop; 4-dimethylaminopyridine / CH2Cl2
8.1: 4 N hydrogen chloride / dioxane / 1 h
With
hydrogenchloride; dmap; ammonium hydroxide; sodium hydroxide; thionyl chloride; [Ru2Cl4{(S)-BINAP}2]*Et3N; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
(+)-10-camphorsulfonic acid;
In
1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Chlorination / 2.1: Addition / 2.2: methanolysis / 3.1: Reduction / 4.1: Hydrolysis / 5.1: Esterification / 6.1: Substitution / 7.1: Addition / 8.1: Hydrolysis;
DOI:10.7164/antibiotics.51.655
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: pyridine; CH2Cl2
1.2: 44.5 percent / 5 h / Heating
2.1: 93 percent / H2; [Ru2Cl4{(S)-BINAP}2]*Et3N / (+)-camphorsulfonic acid / methanol / 6 h / 65 °C / 3800 - 4560 Torr
3.1: 2.25 g / 1N sodium hydroxide / H2O; methanol / 1 h / Heating
4.1: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide*HCl / dimethylformamide / 0.5 h
5.1: 90 percent / 28 percent ammonium hydroxide / H2O; dimethylformamide
6.1: 84 percent / benzotriazole-1-yloxytrispyrrolidino-phosphonium hexafluorop; 4-dimethylaminopyridine / CH2Cl2
7.1: 4 N hydrogen chloride / dioxane / 1 h
With
hydrogenchloride; dmap; ammonium hydroxide; sodium hydroxide; [Ru2Cl4{(S)-BINAP}2]*Et3N; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
(+)-10-camphorsulfonic acid;
In
1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Addition / 1.2: methanolysis / 2.1: Reduction / 3.1: Hydrolysis / 4.1: Esterification / 5.1: Substitution / 6.1: Addition / 7.1: Hydrolysis;
DOI:10.7164/antibiotics.51.655
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 93 percent / H2; [Ru2Cl4{(S)-BINAP}2]*Et3N / (+)-camphorsulfonic acid / methanol / 6 h / 65 °C / 3800 - 4560 Torr
2: 2.25 g / 1N sodium hydroxide / H2O; methanol / 1 h / Heating
3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide*HCl / dimethylformamide / 0.5 h
4: 90 percent / 28 percent ammonium hydroxide / H2O; dimethylformamide
5: 84 percent / benzotriazole-1-yloxytrispyrrolidino-phosphonium hexafluorop; 4-dimethylaminopyridine / CH2Cl2
6: 4 N hydrogen chloride / dioxane / 1 h
With
hydrogenchloride; dmap; ammonium hydroxide; sodium hydroxide; [Ru2Cl4{(S)-BINAP}2]*Et3N; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
(+)-10-camphorsulfonic acid;
In
1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
1: Reduction / 2: Hydrolysis / 3: Esterification / 4: Substitution / 5: Addition / 6: Hydrolysis;
DOI:10.7164/antibiotics.51.655
