Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride

Base Information

• Chemical Name: Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride
• CAS No.: 74874-08-1
• Molecular Formula: C₁₅H₂₈N₆O₅*ClH
• Molecular Weight: 408.885
• Mol file: 74874-08-1.mol

Synonyms:2-Piperidinecarboxylicacid, 1-[2-amino-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-,ethyl ester, monohydrochloride, [2R-[1(S*),2a,4b]]- (9CI);

Chemical Property of Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride

Chemical Property:

• Melting Point: 174-177°C
• PSA: 166.36000
• LogP: 2.43470
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol

Purity/Quality:

99.9% ^*data from raw suppliers

(2R,4R)1-[(2S)2-Amino-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylicAcidEthylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Argatroban intermediate.

Technology Process of Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride

There total 4 articles about Ethyl (2R,4R)-1-(Nitroglycerine-nitro-L-arginyl)-4-methyl-piperidinecarboxylate hydrochloride 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:

ethyl 1-α-(tert-butoxycarbonyl)-Nω-nitro-L-arginyl>-4-methyl-2-piperidinecarboxylate (74863-81-3,74874-07-0) → ethyl 4-methyl-1-(Nω-nitro-L-arginyl)piperidinecarboxylate hydrochloride (69129-28-8,74874-08-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 3h;

DOI:10.1021/jm00186a003

Reference yield:

4(R)-Methylpiperidine-2(R)-carboxylic acid ethyl ester (66937-93-7,42205-75-4) → ethyl 4-methyl-1-(Nω-nitro-L-arginyl)piperidinecarboxylate hydrochloride (69129-28-8,74874-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 1 h

2: HCl / ethyl acetate / 3 h

With hydrogenchloride; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm00186a003

Reference yield:

Boc-Arg(NO2)-OH (2188-18-3) → ethyl 4-methyl-1-(Nω-nitro-L-arginyl)piperidinecarboxylate hydrochloride (69129-28-8,74874-08-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 0.25 h / -20 °C

2: tetrahydrofuran / 1.) -20 deg C, 10 min, 2.) RT, 1 h

3: HCl / ethyl acetate / 3 h

With hydrogenchloride; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/jm00186a003

upstream raw materials:

ethyl 1-α-(tert-butoxycarbonyl)-N^ω-nitro-L-arginyl>-4-methyl-2-piperidinecarboxylate

4(R)-Methylpiperidine-2(R)-carboxylic acid ethyl ester

Boc-Arg(NO₂)-OH

Refernces