(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

Base Information

Chemical Name:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid
CAS No.:1417159-40-0
Molecular Formula:C₁₉H₂₄N₂O₅
Molecular Weight:360.41
Hs Code.:

Synonyms:(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

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Chemical Property of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

Chemical Property:

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Technology Process of (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

There total 6 articles about (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic 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: 85.0%

: 1417159-39-7
methyl (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoate

: 1417159-40-0
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

Guidance literature:: methyl (S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoate; With lithium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; ethyl acetate; pH=7; Inert atmosphere;
DOI:10.1039/c2ob26637g

Reference yield:

: 7517-19-3
methyl (L)-leucinate hydrochloride

: 1417159-40-0
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

2.1: lithium hydroxide / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

2.2: pH 7 / Inert atmosphere

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane;
DOI:10.1039/c2ob26637g

Reference yield:

: 208709-89-1
methyl 2-(2-((tert-butoxycarbonyl)amino)pent-4-ynamido)-4-methylpentanoate

: 1417159-40-0
(S)-2-((S)-2-(((benzyloxy)carbonyl)amino)pent-4-ynamido)-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride / 1,4-dioxane

2: triethylamine / dichloromethane

3: lithium hydroxide; water / tetrahydrofuran

With hydrogenchloride; water; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1016/j.bmcl.2013.05.021