Technology Process of (1R,3S)-3-((2R,5S)-5-Benzyloxymethyl-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-8-methoxy-1-((1R,2R)-1,2,3-trihydroxy-propyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid 2,2,2-trichloro-ethyl ester
There total 10 articles about (1R,3S)-3-((2R,5S)-5-Benzyloxymethyl-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-8-methoxy-1-((1R,2R)-1,2,3-trihydroxy-propyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid 2,2,2-trichloro-ethyl ester 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:
-
Multi-step reaction with 10 steps
1: BuLi / diethyl ether / -78 °C
2: Collins oxidation
3: H2 / Pd(OH)2-C / methanol / Ambient temperature
4: iPr2EtN / CH2Cl2 / Ambient temperature
5: 1.) LDA 2.) TMEDA / 1.) THF, -78 deg C, 2.) THF, -78 deg C
6: 68 percent / Jones oxidation
7: 72 percent / 14N NH3 / tetrahydrofuran / Ambient temperature
8: 98 percent / NaBH3CN, 0.1 N HCl/MeOH / 0 °C / reactions of derivatives
9: 88 percent / pyridine / Ambient temperature
10: 12N HCl / methanol / Ambient temperature
With
pyridine; hydrogenchloride; methanol; ammonium hydroxide; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1016/S0040-4039(00)73850-0
- Guidance literature:
-
Multi-step reaction with 9 steps
1: Collins oxidation
2: H2 / Pd(OH)2-C / methanol / Ambient temperature
3: iPr2EtN / CH2Cl2 / Ambient temperature
4: 1.) LDA 2.) TMEDA / 1.) THF, -78 deg C, 2.) THF, -78 deg C
5: 68 percent / Jones oxidation
6: 72 percent / 14N NH3 / tetrahydrofuran / Ambient temperature
7: 98 percent / NaBH3CN, 0.1 N HCl/MeOH / 0 °C / reactions of derivatives
8: 88 percent / pyridine / Ambient temperature
9: 12N HCl / methanol / Ambient temperature
With
pyridine; hydrogenchloride; methanol; ammonium hydroxide; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)73850-0
- Guidance literature:
-
Multi-step reaction with 8 steps
1: H2 / Pd(OH)2-C / methanol / Ambient temperature
2: iPr2EtN / CH2Cl2 / Ambient temperature
3: 1.) LDA 2.) TMEDA / 1.) THF, -78 deg C, 2.) THF, -78 deg C
4: 68 percent / Jones oxidation
5: 72 percent / 14N NH3 / tetrahydrofuran / Ambient temperature
6: 98 percent / NaBH3CN, 0.1 N HCl/MeOH / 0 °C / reactions of derivatives
7: 88 percent / pyridine / Ambient temperature
8: 12N HCl / methanol / Ambient temperature
With
pyridine; hydrogenchloride; methanol; ammonium hydroxide; N,N,N,N,-tetramethylethylenediamine; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide;
palladium hydroxide - carbon;
In
tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)73850-0