((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Base Information

Chemical Name:((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone
CAS No.:1334441-41-6
Molecular Formula:C₂₀H₂₅NO₂
Molecular Weight:311.424
Hs Code.:

Synonyms:((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

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Chemical Property of ((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

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Technology Process of ((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

There total 4 articles about ((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone 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: 90.0%

: 1334441-36-9
((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)methanone

: 1334441-41-6
((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;
DOI:10.1002/anie.201103450

Reference yield:

: 100-39-0
benzyl bromide

: 1334441-41-6
((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: ammonia; potassium; tert-butyl alcohol / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

1.2: 1.08 h / -78 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With tetrabutyl ammonium fluoride; ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; 1.1: Birch reduction;
DOI:10.1002/anie.201103450

Reference yield:

: 115512-57-7
(S)-2-methyl-1-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene

: 1334441-41-6
((S)-1-benzyl-2-methylcyclohexa-2,5-dien-1-yl)((S)-2-(hydroxymethyl)pyrrolidin-1-yl)methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-dimethylpyridine / dichloromethane / 12 h / 20 °C / Inert atmosphere

2.1: ammonia; potassium; tert-butyl alcohol / tetrahydrofuran / 0.67 h / -78 °C / Inert atmosphere

2.2: 1.08 h / -78 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 6 h / 20 °C

With 2,6-dimethylpyridine; tetrabutyl ammonium fluoride; ammonia; potassium; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; 2.1: Birch reduction;
DOI:10.1002/anie.201103450