3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

Base Information

Chemical Name:3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester
CAS No.:1342302-24-2
Molecular Formula:C₂₃H₃₁NO₆
Molecular Weight:417.502
Hs Code.:

Synonyms:3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

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Chemical Property of 3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

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Technology Process of 3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

There total 7 articles about 3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester 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: 79.0%

: 1342302-23-1
3-{(6S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-hydroxypropionic acid methyl ester

: 1342302-24-2
3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1055/s-0030-1260102

Reference yield:

: 932743-56-1
(6S)-6-(4-methoxybenzylamino)cyclohex-1-enecarboxylic acid methyl ester

: 1342302-24-2
3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; sodium iodide / acetonitrile / 0 - 20 °C

2.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C

3.1: Dess-Martin periodane; triethylamine / dichloromethane / 4 h / 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C

4.2: 12 h / -78 °C

5.1: Dess-Martin periodane / dichloromethane / 12 h / 20 °C

With diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; acetonitrile; 3.1: Dess-Martin oxidation / 5.1: Dess-Martin oxidation;
DOI:10.1055/s-0030-1260102

Reference yield:

: 1342302-04-8
(6S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enecarboxylic acid methyl ester

: 1342302-24-2
3-{(S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-oxopropionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / hexane; dichloromethane / 0.5 h / -78 °C

2.1: Dess-Martin periodane; triethylamine / dichloromethane / 4 h / 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C

3.2: 12 h / -78 °C

4.1: Dess-Martin periodane / dichloromethane / 12 h / 20 °C

With diisobutylaluminium hydride; Dess-Martin periodane; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.1: Dess-Martin oxidation / 4.1: Dess-Martin oxidation;
DOI:10.1055/s-0030-1260102