(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

Base Information

Chemical Name:(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid
CAS No.:1402544-92-6
Molecular Formula:C₁₄H₂₄N₂O₃
Molecular Weight:268.356
Hs Code.:

Synonyms:(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

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Chemical Property of (4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

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Technology Process of (4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

There total 4 articles about (4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid 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: 51.0%

: 1402544-91-5
(4S,5S)-ethyl 4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylate

: 1402544-92-6
(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

Guidance literature:: (4S,5S)-ethyl 4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylate; With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/adsc.201200093

Reference yield:

: 113981-99-0
C₁₃H₂₃NO₃

: 1402544-92-6
(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C

4.1: chloro-trimethyl-silane; zinc / ethanol / 20 °C / Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran / 3 h / 20 °C

5.2: Amberlite IR-120

With chloro-trimethyl-silane; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; zinc; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/adsc.201200093

Reference yield:

: 1402544-89-1
(4R,5S)-ethyl 4-{(S)-1-[(tert-butoxycarbonyl)amino]-3-methylbutyl}-5-nitrocyclohex-1-enecarboxylate

: 1402544-92-6
(4S,5S)-4-[(S)-1-acetamido-3-methylbutyl]-5-aminocyclohex-1-enecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 20 °C

3.1: chloro-trimethyl-silane; zinc / ethanol / 20 °C / Inert atmosphere

4.1: water; sodium hydroxide / tetrahydrofuran / 3 h / 20 °C

4.2: Amberlite IR-120

With chloro-trimethyl-silane; water; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; zinc; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/adsc.201200093