2-Amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

Base Information

• Chemical Name: 2-Amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid
• CAS No.: 13650-49-2
• Molecular Formula: C10H20N2O4
• Molecular Weight: 232.28
• Hs Code.: 2924199090
• NSC Number: 164054
• Mol file: 13650-49-2.mol

Synonyms:Boc-L-Orn-OH;N-|A-Boc-L-ornithine;MFCD00037219;NSC164054;SCHEMBL12395380;2-amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid;AKOS024374906;NSC-164054;N-Delta-tert-butyloxycarbonyl-l-ornithine;SY047863;FT-0689479;EN300-205288;A880767;2-amino-5-{[(tert-butoxy)carbonyl]amino}pentanoic acid;(2S)-2-azaniumyl-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;2401951-46-8

Chemical Property of 2-Amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

Chemical Property:

• Vapor Pressure: 1.43E-07mmHg at 25°C
• Melting Point: 218-219℃
• Refractive Index: 1.486
• Boiling Point: 401.522 °C at 760 mmHg
• PKA: 2.51±0.24(Predicted)
• Flash Point: 196.634 °C
• PSA: 101.65000
• Density: 1.135 g/cm³
• LogP: 1.79440
• Storage Temp.: −20°C
• 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:

99% ^*data from raw suppliers

Nd-Boc-L-ornithine 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCC(C(=O)O)N
• Uses: N-δ-Boc-L-Ornithine is a boc-protected analogue of L-Orthinine (O695550), a non essential amino acid and intermediate in arginine biosynthesis. N-δ-Boc-L-Ornithine is used as an intermediate in the preparation of the protein arginine deiminase (PAD) inhibitor F-Amidine (F101250). N-δ-Boc-L-Ornithine is a boc-protected analogue of L-Orthinine (O695550), a non essential amino acid and intermediate in arginine biosynthesis. N-δ-Boc-L-Ornithine is used as an intermediate in the pr eparation of the protein arginine deiminase (PAD) inhibitor F-Amidine (F101250).

Technology Process of 2-Amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoic acid

There total 6 articles about 2-Amino-5-[(2-methylpropan-2-yl)oxycarbonylamino]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:

α-N-p-nitrobenzoyl-δ-N-(BOC)-L-orhithine methyl ester

Bz(4-NO₂)-Orn(Boc)-OH

Bz(4-NO₂)-Orn(Boc)-OCH₂CN

Nα-benzyloxycarbonyl-L-ornithine

Refernces

• 1、 Pícha, Jan,Budě?ínsky, Milo?,Machá?ková, Kate?ina,Collinsová, Michaela,Jirá?ek, Ji?í. "Optimized syntheses of Fmoc azido amino acids for the preparation of azidopeptides". . p. 202 - 214. Retrieved 2017/04/06.
• 2、 Harris, Austin P.,Phillips, Robert S.. "Benzimidazole analogs of l-tryptophan are substrates and inhibitors of tryptophan indole lyase from Escherichia coli". . p. 1807 - 1817. Retrieved 2013/06/05.