3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

Base Information

Chemical Name:3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine
CAS No.:208993-91-3
Molecular Formula:C₂₀H₂₅NO₃
Molecular Weight:327.423
Hs Code.:

Synonyms:3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

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Chemical Property of 3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

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Technology Process of 3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

There total 9 articles about 3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine 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:

: ethyl 2-methoxy-6-methoxymethyl-trans-cinnamate

: N-(methoxymethyl)-N-(trimethylsilylmethyl)-(S)-α-methylbenzylamine

: 208993-91-3
3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

Guidance literature:: With hydrogenchloride; LiAlH₄; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;

Reference yield:

: C₂₀H₂₁NO₃

: 208993-91-3
3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

: C₂₀H₂₅NO₃

Guidance literature:: C₂₀H₂₁NO₃; With lithium borohydride; In tetrahydrofuran; at -15 ℃; Inert atmosphere; Large scale;

With methanol; In tetrahydrofuran; at 65 ℃; for 3h; Inert atmosphere; Large scale;
DOI:10.1021/op049889k

Reference yield:

: 151-10-0
1,3-Dimethoxybenzene

: 208993-91-3
3-(R)-(2-Hydroxy-6-methoxy)phenyl-4-(S)-hydroxymethyl-N-(R)-α-methylbenzyl-pyrrolidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N,N,N,-tetramethylethylenediamine; n-butyllithium / tetrahydrofuran / 0.5 h / 0 - 5 °C / Inert atmosphere; Large scale

1.2: 1 h / 10 °C / Inert atmosphere; Large scale

2.1: aluminum (III) chloride / dichloromethane / 5 h / -15 - 20 °C / Inert atmosphere; Large scale

2.2: 25 °C / Inert atmosphere; Large scale

3.1: potassium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere; Large scale

4.1: water / N,N-dimethyl-formamide / 10 h / 120 °C / Inert atmosphere; Large scale

5.1: trifluoroacetic acid / tetrahydrofuran / 15 °C / Inert atmosphere; Large scale

5.2: Inert atmosphere; Large scale

6.1: lithium borohydride / tetrahydrofuran / -15 °C / Inert atmosphere; Large scale

6.2: 3 h / 65 °C / Inert atmosphere; Large scale

With aluminum (III) chloride; lithium borohydride; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; water; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/op049889k