Technology Process of N-[(E,2S,5R,7S,11R,13S)-2-amino-5-formyl-13-hydroxy-4-(4-hydroxy-3-iodophenyl)-7,9,11-trimethyl-3,6-dioxotetradec-9-en-5-yl]-2-imino-N-methylacetamide
There total 15 articles about N-[(E,2S,5R,7S,11R,13S)-2-amino-5-formyl-13-hydroxy-4-(4-hydroxy-3-iodophenyl)-7,9,11-trimethyl-3,6-dioxotetradec-9-en-5-yl]-2-imino-N-methylacetamide 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:
-
With
dmap; 4-N,N-dimethylaminopyridine trifluoroacetate; dicyclohexyl-carbodiimide;
In
chloroform;
for 16h;
Heating;
DOI:10.1016/S0040-4039(00)61605-2
- Guidance literature:
-
Multi-step reaction with 15 steps
1: SOCl2 / 8 h / 0 deg C to RT
2: tetrahydrofuran / 3 h / Ambient temperature
3: imidazole / CH2Cl2 / 3 h / Ambient temperature
4: NaH / dimethylformamide / 4 h / Ambient temperature
5: I2, Hg(OAc)2 / acetic acid / 9 h / Ambient temperature
6: LiOH / tetrahydrofuran; methanol; H2O / 3 h / Ambient temperature
7: DCC, HOBT / CH2Cl2 / 10 h / 0 deg C to RT
8: imidazole / CH2Cl2 / 10 h / Ambient temperature
9: TFA / CH2Cl2 / 5 h / 0 °C
10: 80 percent / DCC, HOBT / CH2Cl2 / 12 h / 0 deg C to RT
11: TFA / CH2Cl2 / 3 h / 0 °C
12: DCC, HOBT / CH2Cl2 / 5 h / -5 - 0 °C
13: HF-pyridine / CH2Cl2 / 4 h / Ambient temperature
14: LiOH / tetrahydrofuran; methanol; H2O / 3 h / Ambient temperature
15: 7 percent / DCC, DMAP, DMAP*TFA / CHCl3 / 16 h / Heating
With
1H-imidazole; dmap; lithium hydroxide; thionyl chloride; mercury(II) diacetate; iodine; sodium hydride; benzotriazol-1-ol; pyridine hydrogenfluoride; 4-N,N-dimethylaminopyridine trifluoroacetate; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61605-2
- Guidance literature:
-
Multi-step reaction with 14 steps
1: tetrahydrofuran / 3 h / Ambient temperature
2: imidazole / CH2Cl2 / 3 h / Ambient temperature
3: NaH / dimethylformamide / 4 h / Ambient temperature
4: I2, Hg(OAc)2 / acetic acid / 9 h / Ambient temperature
5: LiOH / tetrahydrofuran; methanol; H2O / 3 h / Ambient temperature
6: DCC, HOBT / CH2Cl2 / 10 h / 0 deg C to RT
7: imidazole / CH2Cl2 / 10 h / Ambient temperature
8: TFA / CH2Cl2 / 5 h / 0 °C
9: 80 percent / DCC, HOBT / CH2Cl2 / 12 h / 0 deg C to RT
10: TFA / CH2Cl2 / 3 h / 0 °C
11: DCC, HOBT / CH2Cl2 / 5 h / -5 - 0 °C
12: HF-pyridine / CH2Cl2 / 4 h / Ambient temperature
13: LiOH / tetrahydrofuran; methanol; H2O / 3 h / Ambient temperature
14: 7 percent / DCC, DMAP, DMAP*TFA / CHCl3 / 16 h / Heating
With
1H-imidazole; dmap; lithium hydroxide; mercury(II) diacetate; iodine; sodium hydride; benzotriazol-1-ol; pyridine hydrogenfluoride; 4-N,N-dimethylaminopyridine trifluoroacetate; dicyclohexyl-carbodiimide; trifluoroacetic acid;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)61605-2