(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

Base Information

Chemical Name:(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine
CAS No.:462652-90-0
Molecular Formula:C₂₁H₃₁NO₃S
Molecular Weight:377.548
Hs Code.:

Synonyms:(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

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Chemical Property of (2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

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Technology Process of (2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

There total 3 articles about (2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine 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: 84.0%

: 462652-89-7
(1S,2S)-{1-[(tert-butoxy)methyl]-2-(cyclopent-1-en-1-yl)-2-(hydroxyethyl)}[(2,4,6-trimethylphenyl)sulfonyl]amine

: 462652-90-0
(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene; at 0 ℃; for 1h;
DOI:10.1021/jo025922u

Reference yield:

: 17497-52-8
1-iodocyclopentene

: 462652-90-0
(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi; ZnCl₂; LiCl / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 58 percent / diisobutylaluminum hydride / various solvents / 6 h / -78 - 0 °C

2.1: 84 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 0 °C

With n-butyllithium; triphenylphosphine; lithium chloride; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 2.1: Mitsunobu reaction;
DOI:10.1021/jo025922u

Reference yield:

: 3-tert-butoxy-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid methyl ester

: 462652-90-0
(2S,3R)-2-[(tert-butoxy)methyl]-3-(cyclopent-1-en-1-yl)-1-[(2,4,6-trimethylphenyl)sulfonyl]aziridine

Guidance literature:: Multi-step reaction with 2 steps

1.1: BuLi; ZnCl₂; LiCl / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 58 percent / diisobutylaluminum hydride / various solvents / 6 h / -78 - 0 °C

2.1: 84 percent / Ph₃P; diethyl azodicarboxylate / tetrahydrofuran; toluene / 1 h / 0 °C

With n-butyllithium; triphenylphosphine; lithium chloride; zinc(II) chloride; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene; 2.1: Mitsunobu reaction;
DOI:10.1021/jo025922u