Technology Process of (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester
There total 17 articles about (2S,3R)-3-[(3R,4S)-4-(tert-Butoxycarbonyl-methyl-amino)-3-(tert-butyl-dimethyl-silanyloxy)-5-phenyl-pentanoyloxy]-2-methyl-decanoic acid (S)-1-benzyloxycarbonyl-2-methyl-propyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 97 percent / imidazole / dimethylformamide / 10 h / 20 °C
2.1: 98 percent / NaH / dimethylformamide / 12 h / 20 °C
3.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C
3.2: NaOOH / 3 h / 50 °C
3.3: TEMPO; NaOCl; NaClO2 / acetonitrile; aq. phosphate buffer / 4.5 h / 20 °C / pH 6.8
4.1: 89 percent / EDCI; DMAP / CH2Cl2 / 8 h / 40 °C
5.1: H2 / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr
6.1: 97 percent / EDCI; DMAP / CH2Cl2 / 12 h / 20 °C
With
1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium dihydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 97 percent / imidazole / dimethylformamide / 10 h / 20 °C
2.1: 98 percent / NaH / dimethylformamide / 12 h / 20 °C
3.1: 9-BBN / tetrahydrofuran / 12 h / 20 °C
3.2: NaOOH / 3 h / 50 °C
3.3: TEMPO; NaOCl; NaClO2 / acetonitrile; aq. phosphate buffer / 4.5 h / 20 °C / pH 6.8
4.1: 89 percent / EDCI; DMAP / CH2Cl2 / 8 h / 40 °C
5.1: H2 / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr
6.1: 97 percent / EDCI; DMAP / CH2Cl2 / 12 h / 20 °C
With
1H-imidazole; dmap; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium dihydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 42 percent / Candida antarctica (fraction B) / toluene / 60 h / 20 °C
2: 85 percent / K2CO3 / methanol / 1 h / 20 °C
3: 71 percent / chiral ruthenium complex / CH2Cl2 / 12 h / 20 °C
4: 82 percent / H2 / Pd/C / ethanol / 2 h / 760 Torr
5: aq. NaOH / methanol / 5 h / 20 °C
6: Cs2CO3 / dimethylformamide / 12 h / 20 °C
7: 89 percent / EDCI; DMAP / CH2Cl2 / 8 h / 40 °C
8: H2 / Pd(OH)2 / ethanol / 1 h / 20 °C / 760 Torr
9: 97 percent / EDCI; DMAP / CH2Cl2 / 12 h / 20 °C
With
dmap; sodium hydroxide; Candida antarctica (fraction B); hydrogen; potassium carbonate; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride;
palladium dihydroxide; palladium on activated charcoal;
In
methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;