(R)-2-Amino-5-((tert-butoxycarbonyl)amino)pentanoic acid

Base Information

• Chemical Name: (R)-2-Amino-5-((tert-butoxycarbonyl)amino)pentanoic acid
• CAS No.: 184576-63-4
• Molecular Formula: C₁₀H₂₀N₂O₄
• Molecular Weight: 232.28
• Hs Code.: 2924199090
• European Community (EC) Number: 848-995-8
• DSSTox Substance ID: DTXSID90427166
• Mol file: 184576-63-4.mol

Synonyms:H-D-ORN(BOC)-OH;184576-63-4;(R)-2-Amino-5-((tert-butoxycarbonyl)amino)pentanoic acid;(2R)-2-amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;D-Ornithine, N5-[(1,1-dimethylethoxy)carbonyl]-;N~5~-(tert-Butoxycarbonyl)-D-ornithine;SCHEMBL12463276;DTXSID90427166;GLZZMUULAVZVTA-SSDOTTSWSA-N;AMY40655;MFCD00237206;AKOS016844324;DS-6841;(R)-2-Amino-5-(BOC-amino)pentanoic acid;CS-0154372;C73558;N5-{[(1,1-dimethylethyl)oxy]carbonyl}-D-ornithine

Chemical Property of (R)-2-Amino-5-((tert-butoxycarbonyl)amino)pentanoic acid

Chemical Property:

• Boiling Point: 401.5±40.0 °C(Predicted)
• PKA: 2.51±0.24(Predicted)
• PSA: 101.65000
• Density: 1.135±0.06 g/cm3(Predicted)
• LogP: 1.79440
• Storage Temp.: Store at RT.
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 232.14230712
• Heavy Atom Count: 16
• Complexity: 248

Purity/Quality:

98.5% ^*data from raw suppliers

N-δ-BOC-D-Ornithine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCC(C(=O)O)N
• Isomeric SMILES: CC(C)(C)OC(=O)NCCC[C@H](C(=O)O)N
• Uses: N-δ-BOC-D-Ornithine is derived from D-Ornithine Hydrochloride (O695545), which is the D-enatiomer and putative metabolite of the non-essential amino acid L-Orthinine. Stress response studies show intracerebroventricular D-Ornithine Hydrochloride weakly attenuated stress response in neonatal chick under acute stressful condition.

Technology Process of (R)-2-Amino-5-((tert-butoxycarbonyl)amino)pentanoic acid

There total 6 articles about (R)-2-Amino-5-((tert-butoxycarbonyl)amino)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: 94.0%

copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine → Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4)

Guidance literature:

With 8-quinolinol; In water; acetone; for 4h;

DOI:10.1248/cpb.49.1189

Reference yield: 90.0%

copper(II) complex of Nδ-tert-butoxycarbonyl-L-ornithine → Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4)

Guidance literature:

With 8-quinolinol; In water; for 4h;

DOI:10.1002/psc.2968

Reference yield: 86.4%

Z-Orn(Boc)-OH (7733-29-1,199924-46-4) → Nδ-(tert-butoxycarbonyl)-L-ornithine (13650-49-2,184576-63-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 48h;

DOI:10.1248/cpb.52.807

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

L-ornithine hydrochloride

di-tert-butyl dicarbonate

Z-Orn(Boc)-OH

Downstream raw materials:

Nα-benzyloxycarbonyl-L-ornithine

C₁₉H₂₁N₃O₆

Refernces

• 1、 Zhao, Yinan,Zhang, Shubiao,Zhang, Yuan,Cui, Shaohui,Chen, Huiying,Zhi, Defu,Zhen, Yuhong,Zhang, Shufen,Huang, Leaf. "Tri-peptide cationic lipids for gene delivery". . p. 119 - 126. Retrieved 2015/02/19.
• 2、 Liu, Yi,Jia, Genguang,Ling, Xin,Lan, Nuo,Zheng, Youguang,Li, Sai,Zhang, Ling,Liu, Ling,Zhang, Rongli,Xue, Yunsheng. "Decomposition of copper-amino acid complexes by oxalic acid dihydrate". experimental part. p. 557 - 559. Retrieved 2012/08/08.