Technology Process of [(2R,3S)-2-But-3-enyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester
There total 10 articles about [(2R,3S)-2-But-3-enyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 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:
-
[(2R,3S)-2-But-3-enyl-4-oxo-3-(2-phenoxy-acetylamino)-azetidin-1-yl]-acetic acid methyl ester;
With
sodium hydroxide; tetrabutylammomium bromide;
for 5h;
pH=13;
1-bromomethyl-4-nitro-benzene;
In
water;
at 20 ℃;
for 12h;
pH=6.8;
DOI:10.1016/S0040-4020(00)00416-6
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 124 g / pyridoxal phosphate; serine hydroxymethyltransferase from E. coli; ammonium hydroxide / H2O / 5 h / 15 °C / pH 6.9 - 7.1
2.1: 97 percent / aq. NaOH / 5 - 10 °C / pH 9.0 - 9.5
3.1: 95 percent / NH3; t-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0 - 20 °C
4.1: 88.2 percent / 2,6-lutidine / CH2Cl2 / 3 h / 20 °C
5.1: 95 percent Chromat. / ClSO3H; 2,6-lutidine / CH2Cl2 / 5 h / -15 - -10 °C
6.1: 1.02 g / aq. KOH / 2.5 h / 0 - 20 °C / pH 10.0
7.1: 96.9 percent / conc. HCl / tetrahydrofuran / 1.17 h / 5 - 7 °C
8.1: K2CO3 / dimethylformamide / 48 h / 20 °C
9.1: aq. NaOH; n-Bu4NBr / 5 h / pH 13
9.2: H2O / 12 h / 20 °C / pH 6.8
With
4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; chlorosulfonic acid; potassium hydroxide; ammonium hydroxide; sodium hydroxide; serine hydroxymethyltransferase from E. coli; pyridoxal 5'-phosphate; tetrabutylammomium bromide; ammonia; potassium carbonate; tert-butyl chloroformate;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
1.1: Condensation / 2.1: Acylation / 3.1: Substitution / 4.1: Substitution / 5.1: Substitution / 6.1: Cyclization / 7.1: Substitution / 8.1: Alkylation / 9.1: Hydrolysis / 9.2: Esterification;
DOI:10.1016/S0040-4020(00)00416-6
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 97 percent / aq. NaOH / 5 - 10 °C / pH 9.0 - 9.5
2.1: 95 percent / NH3; t-BuOCOCl; N-methylmorpholine / tetrahydrofuran / 0 - 20 °C
3.1: 88.2 percent / 2,6-lutidine / CH2Cl2 / 3 h / 20 °C
4.1: 95 percent Chromat. / ClSO3H; 2,6-lutidine / CH2Cl2 / 5 h / -15 - -10 °C
5.1: 1.02 g / aq. KOH / 2.5 h / 0 - 20 °C / pH 10.0
6.1: 96.9 percent / conc. HCl / tetrahydrofuran / 1.17 h / 5 - 7 °C
7.1: K2CO3 / dimethylformamide / 48 h / 20 °C
8.1: aq. NaOH; n-Bu4NBr / 5 h / pH 13
8.2: H2O / 12 h / 20 °C / pH 6.8
With
4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; chlorosulfonic acid; potassium hydroxide; sodium hydroxide; tetrabutylammomium bromide; ammonia; potassium carbonate; tert-butyl chloroformate;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
1.1: Acylation / 2.1: Substitution / 3.1: Substitution / 4.1: Substitution / 5.1: Cyclization / 6.1: Substitution / 7.1: Alkylation / 8.1: Hydrolysis / 8.2: Esterification;
DOI:10.1016/S0040-4020(00)00416-6
