(2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid

Base Information

• Chemical Name: (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid
• CAS No.: 288855-29-8
• Molecular Formula: C₁₈H₂₂N₂O₇
• Molecular Weight: 378.382

Synonyms:(2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid

Chemical Property of (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid

Chemical Property:

Purity/Quality:

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Technology Process of (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid

There total 3 articles about (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic 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: 100.0%

(2RS,3RS) dibenzyl-1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylate (288855-50-5) → (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid (288855-29-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 1.5h;

DOI:10.1016/S0968-0896(00)00058-4

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid (288855-29-8)

Guidance literature:

Multi-step reaction with 3 steps

1: DCC / CH₂Cl₂ / 0.75 h / 20 °C

2: 810 mg / DMAP / CH₂Cl₂ / 24 h / 20 °C

3: 100 percent / H₂ / Pd-C / ethanol / 1.5 h / 20 °C

With dmap; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; 1: Dehydration / 2: Acylation / 3: Hydrogenolysis;

DOI:10.1016/S0968-0896(00)00058-4

Reference yield:

N-t-butoxycarbonyl-L-phenylalanine anhydride (33294-54-1) → (2RS,3RS) 1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylic acid (288855-29-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 810 mg / DMAP / CH₂Cl₂ / 24 h / 20 °C

2: 100 percent / H₂ / Pd-C / ethanol / 1.5 h / 20 °C

With dmap; hydrogen; palladium on activated charcoal; In ethanol; dichloromethane; 1: Acylation / 2: Hydrogenolysis;

DOI:10.1016/S0968-0896(00)00058-4

upstream raw materials:

(2RS,3RS) dibenzyl-1-[N-(tert-butoxycarbonyl)-(S)-phenylalanyl]aziridine-2,3-dicarboxylate

N-tert-butoxycarbonyl-L-phenylalanine

N-t-butoxycarbonyl-L-phenylalanine anhydride

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