[2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

Base Information

• Chemical Name: [2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester
• CAS No.: 74874-07-0
• Molecular Formula: C20H36N6O7
• Molecular Weight: 472.54
• Mol file: 74874-07-0.mol

Synonyms:ethyl (2R,4R)-1-(N2-(tert-butoxycarbonyl)-Nw-nitro-L-arginyl)-4-methylpiperidine-2-carboxylate;Ethyl (2R,4R)-1-(N2-(tert-butoxycarbonyl)-Nω-nitro-L-arginyl)-4-methylpiperidine-2-carboxylate;2-Piperidinecarboxylic acid, 1-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-, ethyl ester, (2R,4R)-;[2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

Chemical Property of [2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

Chemical Property:

• PSA: 178.67000
• Density: 1.31±0.1 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 2.88930

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester

There total 15 articles about [2R-[1(S),2alpha,4beta]]-1-[2-[[(1,1-Dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methyl-2-piperidinecarboxylic acid ethyl ester 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 (2R-trans)-4-methylpiperidine-2-carboxylate (74892-82-3,42205-75-4) → ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethyletoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate (74874-07-0)

Guidance literature:

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In ethyl acetate; at -10 ℃; for 1.5h;

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate; In ethyl acetate; at -10 - 10 ℃;

Reference yield:

Boc-Arg(NO2)-OH (2188-18-3) + ethyl (2R-trans)-4-methylpiperidine-2-carboxylate (74892-82-3,42205-75-4) → ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate (74874-07-0)

Guidance literature:

Boc-Arg(NO₂)-OH; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In ethyl acetate; at -10 - -5 ℃; for 1.5h;

ethyl (2R-trans)-4-methylpiperidine-2-carboxylate; In ethyl acetate; at -5 - 10 ℃;

Reference yield:

ethyl trans-4-methylpiperidine-2-carboxylate (42205-75-4) + N-alpha-t-butoxycarbonyl-Ng-nitroarginine (2188-18-3) → ethyl (2R,4R)-1-[(2S)-2-[[(1,1-dimethyletoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate (74874-07-0) + ethyl (2S,4S)-1-[(2S)-2-[[(1,1-dimethyletoxy)carbonyl]amino]-5-[[imino(nitroamino)methyl]amino]-1-oxopentyl]-4-methylpiperidine-2-carboxylate (1401618-20-9)

Guidance literature:

N-alpha-t-butoxycarbonyl-Ng-nitroarginine; With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; In ethyl acetate; at -5 ℃; for 1.5h;

ethyl trans-4-methylpiperidine-2-carboxylate; In ethyl acetate; at -5 - 20 ℃;

upstream raw materials:

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

Boc-Arg(NO₂)-OH

ethyl trans-(±)-4-methylpiperidine-2-carboxylate

N-alpha-t-butoxycarbonyl-Ng-nitroarginine

Downstream raw materials:

ethyl 4-methyl-1-(N^ω-nitro-L-arginyl)piperidinecarboxylate hydrochloride

Refernces

• 1、 -. "METHOD FOR THE PREPARATION OF PROCESS INTERMEDIATES FOR THE SYNTHESIS OF ARGATROBAN MONOHYDRATE". Page/Page column 33-34. . Retrieved 2012/10/18.