Fmoc-Orn(Boc)-OPfp

Base Information

• Chemical Name: Fmoc-Orn(Boc)-OPfp
• CAS No.: 123180-69-8
• Molecular Formula: C31H29 F5 N2 O6
• Molecular Weight: 620.56
• DSSTox Substance ID: DTXSID40569646
• Wikidata: Q82456833
• Mol file: 123180-69-8.mol

Synonyms:Fmoc-Orn(Boc)-OPfp;123180-69-8;(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate;DTXSID40569646;J-004896;(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-(tert-butoxycarbonylamino)pentanoate;Pentafluorophenyl N~5~-(tert-butoxycarbonyl)-N~2~-{[(9H-fluoren-9-yl)methoxy]carbonyl}-L-ornithinate

Chemical Property of Fmoc-Orn(Boc)-OPfp

Chemical Property:

• Vapor Pressure: 1.53E-20mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 719.3°C at 760 mmHg
• Flash Point: 388.8°C
• PSA: 102.96000
• Density: 1.341g/cm³
• LogP: 7.28150
• Storage Temp.: 2-8°C
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 13
• Exact Mass: 620.19457746
• Heavy Atom Count: 44
• Complexity: 963

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-ORN(BOC)-OPFP ^*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)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: CC(C)(C)OC(=O)NCCC[C@@H](C(=O)OC1=C(C(=C(C(=C1F)F)F)F)F)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-Orn(Boc)-OPfp

There total 1 articles about Fmoc-Orn(Boc)-OPfp 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: 68.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + Fmoc-Orn(Boc)-OH (109425-55-0,118476-89-4) → α-N-Fmoc-δ-Boc-L-Orn pentafluorophenyl ester (123180-69-8)

Guidance literature:

With dicyclohexyl-carbodiimide; In ethyl acetate; at 0 - 20 ℃; for 1h;

DOI:10.1021/jm00093a018

Reference yield:

Fmoc-Pro-OH (71989-31-6) + Fmoc-Tyr(tBu)-OPfp (86060-93-7) + Fmoc-L-proline pentafluorophenyl ester (125281-38-1,86060-90-4) + α-N-Fmoc-δ-Boc-L-Orn pentafluorophenyl ester (123180-69-8) → Pro-Thr-Tyr-Pro-Thr-α-N-(octyloxybenzoyl)-Orn (141806-01-1)

Guidance literature:

With pepsyn KA resin; Multistep reaction;

DOI:10.1021/jm00093a018

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Fmoc-Orn(Boc)-OH

Downstream raw materials:

Pro-Thr-Tyr-Pro-Thr-α-N-(octyloxybenzoyl)-Orn