Technology Process of 4S-benzyl-3-[(2S-[2H5]benzyl-4-benzyloxy-3S-hydroxy-butyryl)]-oxazolidin-2-one
There total 7 articles about 4S-benzyl-3-[(2S-[2H5]benzyl-4-benzyloxy-3S-hydroxy-butyryl)]-oxazolidin-2-one which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
4S-benzyl-3-(3-[2H5]phenyl-propionyl)-oxazolidin-2-one;
With
di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine;
In
dichloromethane;
at 20 ℃;
for 1h;
benzyloxyacetoaldehyde;
In
dichloromethane;
at -78 - 20 ℃;
With
phosphate buffer; dihydrogen peroxide;
In
methanol; water;
at 0 ℃;
for 1h;
pH=7.3;
DOI:10.1002/jlcr.870
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: BuLi / -78 °C
1.3: HCl / H2O
2.1: 92 percent / NaH / dimethylformamide
3.1: LiOH / methanol
3.2: HCl
4.1: 4-methylmorpholine / tetrahydrofuran / cooling
5.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
6.1: 17.10 g / hydrogen / Pd/C / ethyl acetate / 3 h
7.1: dibutylboron triflate; diisopropylethylamine / CH2Cl2 / 1 h / 20 °C
7.2: CH2Cl2 / -78 - 20 °C
7.3: 71.46 percent / H2O2; phosphate buffer / methanol; H2O / 1 h / 0 °C / pH 7.3
With
4-methyl-morpholine; lithium hydroxide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
2.1: Wittig homologation;
DOI:10.1002/jlcr.870
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 92 percent / NaH / dimethylformamide
2.1: LiOH / methanol
2.2: HCl
3.1: 4-methylmorpholine / tetrahydrofuran / cooling
4.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
5.1: 17.10 g / hydrogen / Pd/C / ethyl acetate / 3 h
6.1: dibutylboron triflate; diisopropylethylamine / CH2Cl2 / 1 h / 20 °C
6.2: CH2Cl2 / -78 - 20 °C
6.3: 71.46 percent / H2O2; phosphate buffer / methanol; H2O / 1 h / 0 °C / pH 7.3
With
4-methyl-morpholine; lithium hydroxide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
1.1: Wittig homologation;
DOI:10.1002/jlcr.870
