Technology Process of 1-((benzyloxy)methyl)-N-(4-cyano-2,3,5,6-tetrafluorophenyl)-2-phenylcyclobutanecarboxamide
There total 6 articles about 1-((benzyloxy)methyl)-N-(4-cyano-2,3,5,6-tetrafluorophenyl)-2-phenylcyclobutanecarboxamide 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
(S)-tert-butyl (3-(2,6-di(4-fluorophenyl)phenyl)-1-(methoxyamino)-1-oxopropan-2-yl)carbamate; palladium diacetate; sodium carbonate; silver carbonate; p-benzoquinone;
In
water;
at 70 ℃;
for 24h;
enantioselective reaction;
Inert atmosphere;
Sealed tube;
DOI:10.1021/ja504196j
- Guidance literature:
-
Multi-step reaction with 5 steps
1: trifluorormethanesulfonic acid / hexane; dichloromethane / 24 h / 0 - 20 °C
2: sodium hydroxide / 1,4-dioxane; water / 3 h / 0 - 20 °C
3: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C
4: toluene / 12 h / Reflux
5: palladium diacetate; silver carbonate; sodium carbonate; p-benzoquinone; (S)-tert-butyl (3-(2,6-di(4-fluorophenyl)phenyl)-1-(methoxyamino)-1-oxopropan-2-yl)carbamate / water / 24 h / 70 °C / Inert atmosphere; Sealed tube
With
oxalyl dichloride; trifluorormethanesulfonic acid; (S)-tert-butyl (3-(2,6-di(4-fluorophenyl)phenyl)-1-(methoxyamino)-1-oxopropan-2-yl)carbamate; palladium diacetate; sodium carbonate; silver carbonate; p-benzoquinone; sodium hydroxide;
In
1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja504196j
- Guidance literature:
-
Multi-step reaction with 6 steps
1: lithium tri-(tert-butoxy)aluminum hydride / tetrahydrofuran / 12 h / -78 - 20 °C
2: trifluorormethanesulfonic acid / hexane; dichloromethane / 24 h / 0 - 20 °C
3: sodium hydroxide / 1,4-dioxane; water / 3 h / 0 - 20 °C
4: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C
5: toluene / 12 h / Reflux
6: palladium diacetate; silver carbonate; sodium carbonate; p-benzoquinone; (S)-tert-butyl (3-(2,6-di(4-fluorophenyl)phenyl)-1-(methoxyamino)-1-oxopropan-2-yl)carbamate / water / 24 h / 70 °C / Inert atmosphere; Sealed tube
With
oxalyl dichloride; trifluorormethanesulfonic acid; (S)-tert-butyl (3-(2,6-di(4-fluorophenyl)phenyl)-1-(methoxyamino)-1-oxopropan-2-yl)carbamate; palladium diacetate; sodium carbonate; lithium tri-(tert-butoxy)aluminum hydride; silver carbonate; p-benzoquinone; sodium hydroxide;
In
tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja504196j
