(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

Base Information

Chemical Name:(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine
CAS No.:1072879-33-4
Molecular Formula:C₄₆H₆₁NO₄
Molecular Weight:691.995
Hs Code.:

Synonyms:(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

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Chemical Property of (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

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Technology Process of (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

There total 1 articles about (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)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: 96.0%

: 623-73-4
diazoacetic acid ethyl ester

: 1072879-09-4
N-(1-naphthylidene)-bis(4-methoxy-3,5-di-tert-butylphenyl)methylamine

: 1072879-33-4
(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

Guidance literature:: N-(1-naphthylidene)-bis(4-methoxy-3,5-di-tert-butylphenyl)methylamine; With triphenylborane; (2S)-(-)-3,3'-diphenyl-(2,2'-binaphthalene)-1,1'-diol; In toluene; at 25 ℃; for 0.0833333h; Inert atmosphere;

diazoacetic acid ethyl ester; In toluene; at 0 - 20 ℃; for 24h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ol802431v

Reference yield: 56.0%

: 1072879-33-4
(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

: 74-88-4
methyl iodide

: C₄₅H₅₉NO₄

Guidance literature:: (2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

methyl iodide; at -78 - 20 ℃;

With potassium hydroxide; In tetrahydrofuran; ethanol; for 17h; Reflux;
DOI:10.1039/c2sc21240d

Reference yield:

: 1072879-33-4
(2R,3R)-cis-1-(N-1-bis(4-methoxy-3,5-di-tert-butylphenyl)methyl)-2-carboxyethyl-3-(1-naphthyl)aziridine

: C₄₆H₅₈ClNO₅

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / -78 °C

1.2: -78 - 20 °C

1.3: 17 h / Reflux

2.1: oxalyl dichloride / dichloromethane / 1.08 h / 0 - 25 °C

With oxalyl dichloride; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2sc21240d