Technology Process of (4S,5R)-5-[(4R)-3-benzyl-2-oxo-1,3-oxazolidin-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde
There total 8 articles about (4S,5R)-5-[(4R)-3-benzyl-2-oxo-1,3-oxazolidin-4-yl]-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at -78 ℃;
for 2.5h;
DOI:10.1021/jo0012748
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 61 percent / t-BuOOH; Ti(Oi-Pr)4; diisopropyl L-(+)-tartrate / CH2Cl2 / -30 °C
2: 92 percent / (i-Pr)2NEt / benzene / 60 °C
3: 84 percent / potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 0 °C
4: 64 percent / Amberlyst 15 resin / acetone / 18 h / 20 °C
5: 74 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2.5 h / -78 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; oxalyl dichloride; L-(+)-diisopropyl tartrate; Amberlyst 15 resin; potassium tert-butylate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol; benzene;
1: Sharpless asymmetric epoxidation / 5: Swern oxidation;
DOI:10.1021/jo0012748
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 92 percent / (i-Pr)2NEt / benzene / 60 °C
2: 84 percent / potassium tert-butoxide / tetrahydrofuran; 2-methyl-propan-2-ol / 2 h / 0 °C
3: 64 percent / Amberlyst 15 resin / acetone / 18 h / 20 °C
4: 74 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2.5 h / -78 °C
With
oxalyl dichloride; Amberlyst 15 resin; potassium tert-butylate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; dichloromethane; acetone; tert-butyl alcohol; benzene;
4: Swern oxidation;
DOI:10.1021/jo0012748