(S)-2-[(Tert-butoxycarbonyl)amino]-5-(dimethylamino)pentanoic acid

Base Information

• Chemical Name: (S)-2-[(Tert-butoxycarbonyl)amino]-5-(dimethylamino)pentanoic acid
• CAS No.: 65671-54-7
• Molecular Formula: C12H24N2O4
• Molecular Weight: 260.33
• DSSTox Substance ID: DTXSID10582928
• Mol file: 65671-54-7.mol

Synonyms:65671-54-7;(S)-2-[(TERT-BUTOXYCARBONYL)AMINO]-5-(DIMETHYLAMINO)PENTANOIC ACID;(2S)-5-(dimethylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-(dimethylamino)pentanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-5-(dimethylamino)pentanoic acid;SCHEMBL12592642;DTXSID10582928;HBCLYVIARHJTTL-VIFPVBQESA-N;L-Ornithine, N2-[(1,1-dimethylethoxy)carbonyl]-N5,N5-dimethyl-;AKOS015901446;MS-22686;N~2~-(tert-Butoxycarbonyl)-N~5~,N~5~-dimethyl-L-ornithine;(S)-2-(tert-butoxycarbonylamino)-5-(dimethylamino)pentanoic acid

Chemical Property of (S)-2-[(Tert-butoxycarbonyl)amino]-5-(dimethylamino)pentanoic acid

Chemical Property:

• Boiling Point: 400.3±40.0 °C(Predicted)
• PKA: 3.82±0.21(Predicted)
• PSA: 78.87000
• Density: 1.079±0.06 g/cm3(Predicted)
• LogP: 1.69700
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 260.17360725
• Heavy Atom Count: 18
• Complexity: 284

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-((TERT-BUTOXYCARBONYL)AMINO)-5-(DIMETHYLAMINO)PENTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCN(C)C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCN(C)C)C(=O)O

Technology Process of (S)-2-[(Tert-butoxycarbonyl)amino]-5-(dimethylamino)pentanoic acid

There total 2 articles about (S)-2-[(Tert-butoxycarbonyl)amino]-5-(dimethylamino)pentanoic 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Boc-Orn(Z)-OH (2480-93-5) → (S)-2-tert-butoxycarbonylamino-5-dimethylamino-pentanoic acid (65671-54-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; water; at 25 ℃; for 96h; under 2585.81 Torr;

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N2-(tert-butoxycarbonyl)-L-ornithine (21887-64-9) → (S)-2-tert-butoxycarbonylamino-5-dimethylamino-pentanoic acid (65671-54-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 3h;

DOI:10.1021/jm061143k

Reference yield:

(S)-2-tert-butoxycarbonylamino-5-dimethylamino-pentanoic acid (65671-54-7) + 2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-N-[4-(piperazine-1-carbonyl)-tetrahydro-pyran-4-yl]-benzenesufonamide (884049-25-6) → C40H54Cl2N6O8S

Guidance literature:

(S)-2-tert-butoxycarbonylamino-5-dimethylamino-pentanoic acid; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-N-[4-(piperazine-1-carbonyl)-tetrahydro-pyran-4-yl]-benzenesufonamide; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmc.2012.01.036

upstream raw materials:

formaldehyd

N₂-(tert-butoxycarbonyl)-L-ornithine

Boc-Orn(Z)-OH

Downstream raw materials:

[4-tert-butoxycarbonylamino-5-(4-{4-[2,4-dichloro-3-(2,4-dimethyl-quinolin-8-yloxymethyl)-benzenesulfonylamino]-tetrahydro-pyran-4-carbonyl}-piperazin-1-yl)-5-oxo-pentyl]-trimethyl-ammonium

Refernces

• 1、 Fattori, Daniela,Rossi, Cristina,Fincham, Christopher I.,Caciagli, Valerio,Catrambone, Fernando,D'Andrea, Piero,Felicetti, Patrizia,Gensini, Martina,Marastoni, Elena,Nannicini, Rossano,Paris, Marielle,Terracciano, Rosa,Bressan, Alessandro,Giuliani, Sandro,Maggi, Carlo A.,Meini, Stefania,Valenti, Claudio,Quartara, Laura. "Design and synthesis of novel sulfonamide-containing bradykinin hB 2 receptor antagonists. 2. Synthesis and structure-activity relationships of α,α-cycloalkylglycine sulfonamides". . p. 550 - 565. Retrieved 2007/10/03.
• 2、 -. "Quinazoline derivatives useful in cancer treatment". Page/Page column 220. . Retrieved 2010/11/25.