Technology Process of methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate
There total 7 articles about methyl (2S,3R)-3-(4-((bis-(tert-butyl)phosphono)methyl)phenyl)piperidine-2-carboxylate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 80 percent / CuBr*SMe2 / tetrahydrofuran / 2.5 h / -78 °C
2.1: BH3 / tetrahydrofuran / 1 h / 0 °C
2.2: 90 percent / NaBO3*H2O / tetrahydrofuran; H2O / 3 h / 20 °C
3.1: 82 percent / imidazole / dimethylformamide / 20 °C
4.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C
4.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C
5.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C
6.1: oxalyl chloride; Et3N; DMSO / CH2Cl2 / -78 - 20 °C
7.1: 17 mg / H2 / 10 percent Pd-C / 20 °C / 2068.59 Torr
With
1H-imidazole; oxalyl dichloride; copper(I) bromide dimethylsulfide complex; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
1.1: Michael addition / 6.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: BH3 / tetrahydrofuran / 1 h / 0 °C
1.2: 90 percent / NaBO3*H2O / tetrahydrofuran; H2O / 3 h / 20 °C
2.1: 82 percent / imidazole / dimethylformamide / 20 °C
3.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -78 °C
3.2: 35 percent / trisyl azide / tetrahydrofuran / 0.03 h / -78 °C
4.1: 87 percent / HF*pyridine / tetrahydrofuran / 0 - 20 °C
5.1: oxalyl chloride; Et3N; DMSO / CH2Cl2 / -78 - 20 °C
6.1: 17 mg / H2 / 10 percent Pd-C / 20 °C / 2068.59 Torr
With
1H-imidazole; oxalyl dichloride; borane; hydrogen; potassium hexamethylsilazane; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
5.1: Swern oxidation;
DOI:10.1016/S0040-4020(02)01421-7
