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

Base Information

• Chemical Name: (S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride
• CAS No.: 99295-22-4
• Molecular Formula: C₁₆H₂₂N₂O₃*ClH
• Molecular Weight: 326.823

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

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

Chemical Property:

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

There total 5 articles about (S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-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: 100.0%

Z-Phe-D-Pro-OEt (99215-68-6) → (S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (99295-22-4)

Guidance literature:

With hydrogenchloride; hydrogen; palladium; In ethanol;

DOI:10.1246/bcsj.59.1201

Reference yield: 97.0%

(S)-ethyl 1-((S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanoyl)pyrrolidine-2-carboxylate (1427166-47-9) → (S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (99295-22-4)

Guidance literature:

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

DOI:10.1039/c3cc39291k

Reference yield:

N-Cbz-L-Phe (1161-13-3) → (S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-aminium chloride (99295-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / DCC, triethylamine / CHCl₃ / 45 h / 5 °C

2: 100 percent / 1.7 M HCl, H₂ / Pd-black / ethanol

With hydrogenchloride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium; In ethanol; chloroform;

DOI:10.1246/bcsj.59.1201

upstream raw materials:

Z-Phe-D-Pro-OEt

N-Cbz-L-Phe

N-tert-butoxycarbonyl-L-phenylalanine

(S)-tert-butyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

Downstream raw materials:

Boc-Orn(Z)-Phe-D-Pro-OEt

(6S,9S,12S,14aS,20S,23S,25aS)-20-benzyl-6,12-di((S)-sec-butyl)-9-(hydroxymethyl)-23-isobutylhexadecahydro-1H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19]heptaazacyclohenicosine-5,8,11,14,19,22,25(25aH)heptaone

(S)-2-(((S)-1-(((S)-1-((S)-2-(ethoxycarbonyl)pyrrolidin-1-yl)-1-oxo-3-phenylpropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamoyl)pyrrolidin-1-ium chloride

(S)-1-((S)-2-((S)-2-((S)-1-((6S,9S,12S)-9-((benzyloxy)methyl)-6,12-di((S)-sec-butyl)-2,2-dimethyl-4,7,10-trioxo-3-oxa-5,8,11-triazatridecan-13-oyl)pyrrolidine-2-carboxamido)-4-methylpentanamido)-3-phenylpropanoyl)pyrrolidine-2-carboxylic acid

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