2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Base Information

Chemical Name:2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile
CAS No.:1283146-42-8
Molecular Formula:C₂₀H₂₂N₂O₂
Molecular Weight:322.407
Hs Code.:

Synonyms:2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

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Chemical Property of 2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

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Technology Process of 2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

There total 12 articles about 2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile 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:

Reference yield: 65.0%

: 1283146-42-8
2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:

Reference yield:

: 83623-93-2
(2S,4S)-1-[(tert-butoxy)carbonyl]-4-methoxypyrrolidine-2-carboxylic acid

: 1283146-42-8
2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methyl-morpholine / tetrahydrofuran / 0.75 h / -10 °C

2: sodium tetrahydroborate / water / 0 - 20 °C

3: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

4: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

5: triethylamine / dichloromethane / 1 h / 0 °C

6: dimethyl sulfoxide / 50 °C

With 4-methyl-morpholine; hydrogenchloride; sodium tetrahydroborate; copper(l) iodide; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.6b01559

Reference yield:

: 215918-39-1
(2S,4S)-tert-butyl 2-(hydroxymethyl)-4-methoxypyrrolidine-1-carboxylate

: 1283146-42-8
2-((2R,4S)-4-methoxy-1-(4-(o-tolyloxy)phenyl)pyrrolidin-2-yl)acetonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2: copper(l) iodide; sodium hydroxide / isopropyl alcohol / 90 °C / Inert atmosphere; Sealed tube

3: triethylamine / dichloromethane / 1 h / 0 °C

4: dimethyl sulfoxide / 50 °C

With hydrogenchloride; copper(l) iodide; triethylamine; sodium hydroxide; In 1,4-dioxane; dichloromethane; dimethyl sulfoxide; isopropyl alcohol;
DOI:10.1021/acs.jmedchem.6b01559