Technology Process of diethyl [{4-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}(difluoro)methyl]phosphonate
There total 9 articles about diethyl [{4-[(2R)-3-[(tert-butoxycarbonyl)amino]-2-(hydroxymethyl)propyl]phenyl}(difluoro)methyl]phosphonate 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:
-
Multi-step reaction with 8 steps
1: 80 percent / Zn; CuBr / N,N-dimethyl-acetamide / ultrasound
2: N-bromosuccinimide; AIBN / CCl4 / 3 h / 90 °C
3: 71 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C
4: 64 percent / NaBH4 / methanol / 2 h / 20 °C
5: 82 percent / lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction
6: HN3; diisopropyl azodicarboxylate; Ph3P / benzene; aq. H2SO4 / -35 - 20 °C
7: 68 percent / H2 / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr
8: aq. MeOH; K2CO3 / 1 h / 25 °C
With
methanol; sodium tetrahydroborate; N-Bromosuccinimide; Lipase PS; 2,2'-azobis(isobutyronitrile); tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; copper(I) bromide; zinc;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; N,N-dimethyl acetamide; sulfuric acid; ethyl acetate; benzene;
1: Substitution / 2: Bromination / 3: Substitution / 4: Reduction / 5: Acetylation / 6: Substitution / 7: Hydrogenation / 8: Hydrolysis;
DOI:10.1016/S0040-4020(98)00586-9
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 80 percent / Zn; CuBr / N,N-dimethyl-acetamide / ultrasound
2: N-bromosuccinimide; AIBN / CCl4 / 3 h / 90 °C
3: 71 percent / NaH / tetrahydrofuran / 0.5 h / 20 °C
4: 64 percent / NaBH4 / methanol / 2 h / 20 °C
5: 82 percent / lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction
6: HN3; diisopropyl azodicarboxylate; Ph3P / benzene; aq. H2SO4 / -35 - 20 °C
7: 68 percent / H2 / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr
8: aq. MeOH; K2CO3 / 1 h / 25 °C
With
methanol; sodium tetrahydroborate; N-Bromosuccinimide; Lipase PS; 2,2'-azobis(isobutyronitrile); tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; copper(I) bromide; zinc;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; tetrachloromethane; N,N-dimethyl acetamide; sulfuric acid; ethyl acetate; benzene;
1: Substitution / 2: Bromination / 3: Substitution / 4: Reduction / 5: Acetylation / 6: Substitution / 7: Hydrogenation / 8: Hydrolysis;
DOI:10.1016/S0040-4020(98)00586-9
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 82 percent / lipase PS / tetrahydrofuran / 2 h / 25 °C / Enzymatic reaction
2: HN3; diisopropyl azodicarboxylate; Ph3P / benzene; aq. H2SO4 / -35 - 20 °C
3: 68 percent / H2 / Pd-C / ethyl acetate / 2 h / 20 °C / 760 Torr
4: aq. MeOH; K2CO3 / 1 h / 25 °C
With
methanol; Lipase PS; tris-(2-chloro-ethyl)-amine; di-isopropyl azodicarboxylate; hydrogen; potassium carbonate; triphenylphosphine;
palladium on activated charcoal;
In
tetrahydrofuran; sulfuric acid; ethyl acetate; benzene;
1: Acetylation / 2: Substitution / 3: Hydrogenation / 4: Hydrolysis;
DOI:10.1016/S0040-4020(98)00586-9
