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

Base Information

Chemical Name:3-{(6S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-hydroxypropionic acid methyl ester
CAS No.:1342302-23-1
Molecular Formula:C₂₃H₃₃NO₆
Molecular Weight:419.518
Hs Code.:

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

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

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

There total 6 articles about 3-{(6S)-6-[tert-butoxycarbonyl-(4-methoxybenzyl)amino]cyclohex-1-enyl}-3-hydroxypropionic 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: 90.0%

: 79-20-9
acetic acid methyl ester

: 1342302-05-9
(1S)-(2-formylcyclohex-2-enyl)(4-methoxybenzyl)carbamic acid tert-butyl ester

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

Guidance literature:: acetic acid methyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

(1S)-(2-formylcyclohex-2-enyl)(4-methoxybenzyl)carbamic acid tert-butyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 12h;
DOI:10.1055/s-0030-1260102

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: 1342302-22-0
C₂₀H₂₉NO₄

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

2.2: 12 h / -78 °C

With Dess-Martin periodane; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Dess-Martin oxidation;
DOI:10.1055/s-0030-1260102