Technology Process of 1-Pyrrolidinecarboxylic acid,
3-hydroxy-5-[(4-methoxyphenoxy)methyl]-4-(phenylmethoxy)-2-[[(2,2,6,6-
tetramethyl-1-piperidinyl)oxy]methyl]-, 1,1-dimethylethyl ester,
(2R,3R,4S,5R)-
There total 7 articles about 1-Pyrrolidinecarboxylic acid,
3-hydroxy-5-[(4-methoxyphenoxy)methyl]-4-(phenylmethoxy)-2-[[(2,2,6,6-
tetramethyl-1-piperidinyl)oxy]methyl]-, 1,1-dimethylethyl ester,
(2R,3R,4S,5R)- 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:
-
[(1R,2S,3R)-2-Benzyloxy-3-hydroxy-1-(4-methoxy-phenoxymethyl)-pent-4-enyl]-carbamic acid tert-butyl ester;
With
Hg(CF3SO3)2;
In
tetrahydrofuran;
at -78 ℃;
2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;
With
sodium tetrahydroborate; oxygen;
In
methanol;
for 0.25h;
DOI:10.1055/s-2004-832804
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 70 percent / K2OsO4*2H2O; (DHQD)2PHAL; aq. LiOH / 2-methyl-propan-2-ol / 8 h / 4 °C
2.1: 78 percent / NaH / dimethylformamide / 10 h / 0 °C
3.1: DMAP / tetrahydrofuran / 4 h / Heating
4.1: H2NNH2 / methanol / 4 h
5.1: 90 percent / DIBALH / CH2Cl2 / 3 h / -78 °C
6.1: 60 percent / tetrahydrofuran / 2 h / -50 - 20 °C
7.1: PPh3; diisopropyl azodicarboxylate / tetrahydrofuran
8.1: K2CO3 / methanol
9.1: Hg(CF3SO3)2 / tetrahydrofuran / -78 °C
9.2: O2; NaBH4 / methanol / 0.25 h
With
dmap; lithium hydroxide; potassium osmate(VI); di-isopropyl azodicarboxylate; Hg(CF3SO3)2; sodium hydride; diisobutylaluminium hydride; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; hydrazine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
7.1: Mitsunobu reaction;
DOI:10.1055/s-2004-832804
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 78 percent / NaH / dimethylformamide / 10 h / 0 °C
2.1: DMAP / tetrahydrofuran / 4 h / Heating
3.1: H2NNH2 / methanol / 4 h
4.1: 90 percent / DIBALH / CH2Cl2 / 3 h / -78 °C
5.1: 60 percent / tetrahydrofuran / 2 h / -50 - 20 °C
6.1: PPh3; diisopropyl azodicarboxylate / tetrahydrofuran
7.1: K2CO3 / methanol
8.1: Hg(CF3SO3)2 / tetrahydrofuran / -78 °C
8.2: O2; NaBH4 / methanol / 0.25 h
With
dmap; di-isopropyl azodicarboxylate; Hg(CF3SO3)2; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; hydrazine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
6.1: Mitsunobu reaction;
DOI:10.1055/s-2004-832804
