Technology Process of (+)-(S)-2-(benzyloxy)-1-[(2R,3R)-3-(2,2-dimethoxyethyl)oxiran-2-yl]ethanol
There total 8 articles about (+)-(S)-2-(benzyloxy)-1-[(2R,3R)-3-(2,2-dimethoxyethyl)oxiran-2-yl]ethanol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: (S)-Alpine Borane / tetrahydrofuran / 96 h / 20 °C
2.1: i-BuMgBr / Cp2TiCl2 / diethyl ether / 0 - 20 °C
3.1: D-diethyl tartrate; tert-butyl hydroperoxide / Ti(Oi-Pr)4 / CH2Cl2; decane / 48 h / -20 °C
4.1: Ph3P; p-nitrobenzoic acid; DIAD / toluene / 1.08 h / -78 - 20 °C
4.2: K2CO3 / methanol / 0.5 h / 20 °C
With
tert.-butylhydroperoxide; S-alpine borane; Diethyl tartrate; di-isopropyl azodicarboxylate; isobutylmagnesium bromide; triphenylphosphine; 4-nitro-benzoic acid;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; dichloromethane; toluene;
3.1: Sharpless epoxidation / 4.1: Mitsunobu inversion;
DOI:10.1021/ol070405p
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: CeCl3 / tetrahydrofuran; hexane / 2.5 h / -78 °C
1.3: 85 percent / tetrahydrofuran; hexane / 2 h / -78 - -40 °C
2.1: (S)-Alpine Borane / tetrahydrofuran / 96 h / 20 °C
3.1: i-BuMgBr / Cp2TiCl2 / diethyl ether / 0 - 20 °C
4.1: D-diethyl tartrate; tert-butyl hydroperoxide / Ti(Oi-Pr)4 / CH2Cl2; decane / 48 h / -20 °C
5.1: Ph3P; p-nitrobenzoic acid; DIAD / toluene / 1.08 h / -78 - 20 °C
5.2: K2CO3 / methanol / 0.5 h / 20 °C
With
tert.-butylhydroperoxide; n-butyllithium; (S)-alpine borane; Diethyl tartrate; di-isopropyl azodicarboxylate; isobutylmagnesium bromide; triphenylphosphine; 4-nitro-benzoic acid;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; toluene;
5.1: Sharpless epoxidation / 6.1: Mitsunobu inversion;
DOI:10.1021/ol070405p
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: CeCl3 / tetrahydrofuran; hexane / 2.5 h / -78 °C
1.3: 85 percent / tetrahydrofuran; hexane / 2 h / -78 - -40 °C
2.1: (S)-Alpine Borane / tetrahydrofuran / 96 h / 20 °C
3.1: i-BuMgBr / Cp2TiCl2 / diethyl ether / 0 - 20 °C
4.1: D-diethyl tartrate; tert-butyl hydroperoxide / Ti(Oi-Pr)4 / CH2Cl2; decane / 48 h / -20 °C
5.1: Ph3P; p-nitrobenzoic acid; DIAD / toluene / 1.08 h / -78 - 20 °C
5.2: K2CO3 / methanol / 0.5 h / 20 °C
With
tert.-butylhydroperoxide; n-butyllithium; (S)-alpine borane; Diethyl tartrate; di-isopropyl azodicarboxylate; isobutylmagnesium bromide; triphenylphosphine; 4-nitro-benzoic acid;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; hexane; dichloromethane; toluene;
4.1: Sharpless epoxidation / 5.1: Mitsunobu inversion;
DOI:10.1021/ol070405p