Technology Process of (3R,4S)-3-[(tert-butyloxycarbonyl)amino]-5-[(tert-butyldiphenylsilyl)oxy]-4-methylpentanal
There total 7 articles about (3R,4S)-3-[(tert-butyloxycarbonyl)amino]-5-[(tert-butyldiphenylsilyl)oxy]-4-methylpentanal 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
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 - 20 ℃;
for 1.41667h;
DOI:10.1002/anie.200602033
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaBH4 / ethanol / 0.5 h
1.2: 382 mg / K2CO3 / methanol / 24 h / 20 °C
2.1: 90 percent / pyridine; 4-dimethylaminopyridine / CH2Cl2 / 0 - 20 °C
3.1: triethylamine / tetrahydrofuran / 20 °C
4.1: 1.96 g / NaN3 / dimethylformamide / 5 h / 60 °C
5.1: H2 / PtO2 / ethyl acetate
6.1: 2.66 g / triethylamine / CH2Cl2 / 20 °C
7.1: 100 percent / H2 / Pd on carbon / ethanol
8.1: 93 percent / oxalyl chloride; methyl sulfoxide; Et3N / CH2Cl2 / 1.42 h / -78 - 20 °C
With
pyridine; dmap; sodium tetrahydroborate; sodium azide; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine;
platinum(IV) oxide; palladium on activated charcoal;
In
tetrahydrofuran; ethanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
8.1: Swern oxidation;
DOI:10.1002/anie.200602033
- Guidance literature:
-
Multi-step reaction with 4 steps
1: H2 / PtO2 / ethyl acetate
2: 2.66 g / triethylamine / CH2Cl2 / 20 °C
3: 100 percent / H2 / Pd on carbon / ethanol
4: 93 percent / oxalyl chloride; methyl sulfoxide; Et3N / CH2Cl2 / 1.42 h / -78 - 20 °C
With
oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine;
platinum(IV) oxide; palladium on activated charcoal;
In
ethanol; dichloromethane; ethyl acetate;
4: Swern oxidation;
DOI:10.1002/anie.200602033
