Technology Process of 1-Pyrrolidinecarboxylic acid,
3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-[(1R)-1-[[[(1,1-dimethylethyl)di
phenylsilyl]oxy]methyl]-3-hydroxypropyl]-, phenylmethyl ester, (2R,3R)-
There total 9 articles about 1-Pyrrolidinecarboxylic acid,
3-[[(1,1-dimethylethyl)diphenylsilyl]oxy]-2-[(1R)-1-[[[(1,1-dimethylethyl)di
phenylsilyl]oxy]methyl]-3-hydroxypropyl]-, phenylmethyl ester, (2R,3R)- 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:
-
tert-butylchlorodiphenylsilane; (3R)-1-(benzyloxycarbonyl)-3-hydroxy-2-[2-(4-pentenyl-1-ol)]pyrrolidine;
With
1H-imidazole;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 20h;
With
sodium periodate; osmium(VIII) oxide;
In
diethyl ether; water;
at 20 ℃;
for 36h;
With
sodium tetrahydroborate;
In
ethanol;
at 0 ℃;
for 2h;
Further stages.;
DOI:10.1021/jo010753j
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C
1.2: 57 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.5 h / -78 - -45 °C
2.1: 86 percent / NaBH4 / aq. ethanol / 22 h / 20 °C
3.1: imidazole / dimethylformamide / 20 h / 20 °C
3.2: OsO4; NaIO4 / diethyl ether; H2O / 36 h / 20 °C
3.3: 238.4 mg / NaBH4 / aq. ethanol / 2 h / 0 °C
With
1H-imidazole; sodium tetrahydroborate; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; N,N-dimethyl-formamide;
3.2: Lemieux-Johnson oxidation;
DOI:10.1021/jo010753j
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 78 percent / Rh2[(4R)-1-(3-(PhCH2CH2CO)-2-imidazolidinone-4-COOMe)] / 1,2-dichloro-ethane / 2 h / 60 °C
2.1: LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 1 h / -78 °C
2.2: 57 percent / hexamethylphosphoric acid triamide; tetrahydrofuran / 1.5 h / -78 - -45 °C
3.1: 86 percent / NaBH4 / aq. ethanol / 22 h / 20 °C
4.1: imidazole / dimethylformamide / 20 h / 20 °C
4.2: OsO4; NaIO4 / diethyl ether; H2O / 36 h / 20 °C
4.3: 238.4 mg / NaBH4 / aq. ethanol / 2 h / 0 °C
With
1H-imidazole; sodium tetrahydroborate; lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
4.2: Lemieux-Johnson oxidation;
DOI:10.1021/jo010753j
