(3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one

Base Information

• Chemical Name: (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one
• CAS No.: 413621-19-9
• Molecular Formula: C₂₄H₃₀N₂O₂
• Molecular Weight: 378.514

Synonyms:(3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one

Chemical Property of (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one

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Technology Process of (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one

There total 3 articles about (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one 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: 77.0%

N,N-diethylbenzamide (1696-17-9) + [(E)-4-tert-butyl-benzylidene]-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-amine (413621-17-7) → (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one (413621-19-9)

Guidance literature:

With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - -20 ℃;

DOI:10.1139/v01-140

Reference yield:

(R)-1-Amino-2-(methoxymethyl)pyrrolidine (72748-99-3,187035-29-6) → (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one (413621-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / MgSO₄ / diethyl ether / 0 - 20 °C

2: 77 percent / sec-BuLi / tetrahydrofuran; cyclohexane / -78 - -20 °C

With sec.-butyllithium; magnesium sulfate; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1139/v01-140

Reference yield:

4-tert-Butylbenzaldehyde (939-97-9) → (3R)-3-(4-tert-butyl-phenyl)-2-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-2,3-dihydro-1H-isoindol-1-one (413621-19-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / MgSO₄ / diethyl ether / 0 - 20 °C

2: 77 percent / sec-BuLi / tetrahydrofuran; cyclohexane / -78 - -20 °C

With sec.-butyllithium; magnesium sulfate; In tetrahydrofuran; diethyl ether; cyclohexane;

DOI:10.1139/v01-140

upstream raw materials:

N,N-diethylbenzamide

[(E)-4-tert-butyl-benzylidene]-[(2R)-2-methoxymethyl-pyrrolidine-1-yl]-amine

4-tert-Butylbenzaldehyde

(R)-1-Amino-2-(methoxymethyl)pyrrolidine

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