(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

Base Information

Chemical Name:(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol
CAS No.:150357-76-9
Molecular Formula:C₂₂H₂₅NO₃
Molecular Weight:351.445
Hs Code.:

Synonyms:(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

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Chemical Property of (1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

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Technology Process of (1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

There total 7 articles about (1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol 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: 100.0%

: 150357-75-8
(1S,2S)-N-<(1S)-Methylbenzyl>-1-<(1,3-benzodioxol-5-yl)ethynyl>-2-aminocyclopentanol

: 150357-76-9
(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

Guidance literature:: With sodium dihydro-bis-(2-methoxyethoxy)aluminate; In toluene; at 23 ℃; for 0.5h;
DOI:10.1021/jo00069a032

Reference yield: 89.0%

: 150357-75-8
(1S,2S)-N-<(1S)-Methylbenzyl>-1-<(1,3-benzodioxol-5-yl)ethynyl>-2-aminocyclopentanol

: (1S,2S)-N-<(1S)-Methylbenzyl>-1-<(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

: 150357-76-9
(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 23 ℃; for 9h;
DOI:10.1021/jo00069a032

Reference yield:

: 57134-53-9
3,4-methylenedioxyphenylethyne

: 150357-76-9
(1S,2S)-N-<(1S)-Methylbenzyl>-1-<2-(1,3-benzodioxol-5-yl)ethenyl>-2-aminocyclopentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 15 percent / CeCl₃, n-BuLi / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 2 h

2: 95 percent / AgNO₃ / aq. ethanol / 1.) 23 deg C, 2 h, sonication, 48 h, 2.) HNO₃, sonication, 72 h

3: 89 percent / LiAlH₄ / diethyl ether / 9 h / 23 °C

With lithium aluminium tetrahydride; n-butyllithium; cerium(III) chloride; silver nitrate; In tetrahydrofuran; diethyl ether; ethanol;
DOI:10.1021/jo00069a032