Boc-Orn(Alloc)-OH

Base Information

• Chemical Name: Boc-Orn(Alloc)-OH
• CAS No.: 171820-74-9
• Molecular Formula: C14H24N2O6
• Molecular Weight: 316.35
• Hs Code.: 29241990
• DSSTox Substance ID: DTXSID20373162
• Nikkaji Number: J2.755.573J
• Wikidata: Q72447805
• Mol file: 171820-74-9.mol

Synonyms:Boc-Orn(Alloc)-OH;171820-74-9;BOC-ORN(ALOC)-OH;(S)-5-(((Allyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanoic acid;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-(prop-2-enoxycarbonylamino)pentanoic acid;(2S)-2-{[(tert-butoxy)carbonyl]amino}-5-{[(prop-2-en-1-yloxy)carbonyl]amino}pentanoic acid;n-boc-n'-((allyloxy)carbonyl)-l-ornithine;N-Boc-N'-[(Allyloxy)carbonyl]-L-ornithine;DTXSID20373162;Boc-Orn(Alloc)-OH, >=97.0%;MFCD00800349;AKOS015901343;AS-56751;EN300-7366383;A881908;J-010761;N-alpha-t-Butyloxycarbonyl-N-gamma-allyloxycarbonyl-L-ornithine (Boc-L-Orn(Alloc)-OH)

Chemical Property of Boc-Orn(Alloc)-OH

Chemical Property:

• Vapor Pressure: 1.46E-11mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 504.9 °C at 760 mmHg
• PKA: 3.96±0.21(Predicted)
• Flash Point: 259.1 °C
• PSA: 113.96000
• Density: 1.153 g/cm³
• LogP: 2.43850
• Storage Temp.: -15°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 316.16343649
• Heavy Atom Count: 22
• Complexity: 403

Purity/Quality:

98%Min ^*data from raw suppliers

Boc-Orn(Alloc)-OH ≥97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Boc-Orn(Alloc)-OH

There total 2 articles about Boc-Orn(Alloc)-OH 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:

N2-(tert-butoxycarbonyl)-L-ornithine (21887-64-9) + Allyl chloroformate (2937-50-0) → Boc-(S)-Orn(Alloc)-OH (171820-74-9)

Guidance literature:

With potassium carbonate; In diethyl ether; water; at 20 ℃;

DOI:10.1055/s-0036-1588393

Reference yield:

Boc-Orn(Z)-OH (2480-93-5) → Boc-(S)-Orn(Alloc)-OH (171820-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium formate; palladium 10% on activated carbon / methanol / 2 h / 20 °C

2: potassium carbonate / water; diethyl ether / 20 °C

With palladium 10% on activated carbon; ammonium formate; potassium carbonate; In methanol; diethyl ether; water;

DOI:10.1055/s-0036-1588393

Reference yield: 85.0%

Boc-(S)-Orn(Alloc)-OH (171820-74-9) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → C34H52N6O10

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 60h; Inert atmosphere;

DOI:10.1039/c6ob02441f

upstream raw materials:

N₂-(tert-butoxycarbonyl)-L-ornithine

Allyl chloroformate

Boc-Orn(Z)-OH

Refernces