(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

Base Information

Chemical Name:(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide
CAS No.:198622-54-7
Molecular Formula:C₁₉H₂₉N₃O₂
Molecular Weight:331.458
Hs Code.:

Synonyms:(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

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Chemical Property of (2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

Chemical Property:

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Technology Process of (2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

There total 1 articles about (2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide 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:

: 3160-59-6
N-Cbz-L-Isoleucine

: 100-39-0
benzyl bromide

: 21568-87-6
2-aminocaprolactam

: 198622-64-9
(2S,3S)-2-Amino-3-methyl-pentanoic acid ((R)-3-benzyl-2-oxo-azepan-3-yl)-amide

: 198622-54-7
(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

Guidance literature:: Multistep reaction;
DOI:10.1016/S0960-894X(97)00446-0

Reference yield:

: 198622-54-7
(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

: 2-((S)-3-Amino-3-benzyl-2-oxo-azepan-1-yl)-N-((S)-1-carbamimidoyl-2-hydroxy-piperidin-3-yl)-acetamide; compound with trifluoro-acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: tetrahydrofuran / 2 h / room temperature -> reflux

2: TFA / CH₂Cl₂ / 2 h / Heating

3: NaHCO₃ / tetrahydrofuran; H₂O / 0 - 20 °C

4: 1) LiHMDS / 1) THF, room temperature, 30 min, 2) 0 deg C -> room temperature

5: TFA / CH₂Cl₂ / 0 - 20 °C

6: 68 percent / EDC, HOBt, DIPEA / acetonitrile / Ambient temperature

7: 1) H₂, 2) HCl / 1) Pd/C / 1) EtOH, AcOH, H₂O, 40-55 psi, 2) H₂O, room temperature, 3 h

With hydrogenchloride; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(97)00446-0

Reference yield:

: 198622-54-7
(2S,3S)-2-Amino-3-methyl-pentanoic acid ((S)-3-benzyl-2-oxo-azepan-3-yl)-amide

: (S)-3-Amino-3-benzyl-azepan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / room temperature -> reflux

2: TFA / CH₂Cl₂ / 2 h / Heating

With trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(97)00446-0