(S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride

Base Information

• Chemical Name: (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride
• CAS No.: 1427166-53-7
• Molecular Formula: C₁₄H₁₈N₂O₃*ClH
• Molecular Weight: 298.769
• Mol file: 1427166-53-7.mol

Synonyms:(S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride

Chemical Property of (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride

There total 2 articles about (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride 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: 95.0%

N-tert-butoxycarbonyl-L-phenylalanyl-L-proline (23420-32-8) → (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (1427166-53-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 25 ℃; for 1h;

DOI:10.1039/c3cc39291k

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (1427166-53-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / Inert atmosphere

1.2: 12 h / 25 °C / Inert atmosphere

2.1: triethylamine / acetonitrile; water / 16 h / -40 - 25 °C

3.1: hydrogenchloride / 1,4-dioxane / 1 h / 25 °C

With hydrogenchloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1039/c3cc39291k

Reference yield: 75.0%

(S)-benzyl 2-(((S)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidine-1-carboxylate (1427166-46-8) + (S)-1-((S)-2-carboxypyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (1427166-53-7) → (S)-1-((S)-2-((S)-2-((S)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid (1427166-48-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In acetonitrile; at -78 - 25 ℃; for 18h;

DOI:10.1039/c3cc39291k

upstream raw materials:

N-tert-butoxycarbonyl-L-phenylalanine

N-tert-butoxycarbonyl-L-phenylalanyl-L-proline

Downstream raw materials:

(S)-1-((S)-2-((S)-2-((S)-1-((benzyloxy)carbonyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid