Fmoc-asn(trt)-opfp

Base Information

• Chemical Name: Fmoc-asn(trt)-opfp
• CAS No.: 132388-64-8
• Molecular Formula: C44H31 F5 N2 O5
• Molecular Weight: 762.733
• Hs Code.: 2924 29 70
• European Community (EC) Number: 685-289-7
• DSSTox Substance ID: DTXSID80568890
• Nikkaji Number: J3.003.138E
• Wikidata: Q72479017
• Mol file: 132388-64-8.mol

Synonyms:fmoc-asn(trt)-opfp;132388-64-8;(S)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-oxo-4-(tritylamino)butanoate;(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-oxo-4-(tritylamino)butanoate;fmoc-l-asn(trt)-opfp;(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-4-oxo-4-(tritylamino)butanoate;?Fmoc-Asn(Trt)-Opfp;N-alpha-Fmoc-N-beta-trityl-L-asparagine pentafluorophenyl ester;DTXSID80568890;(S)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)-carbonyl)amino)-4-oxo-4-(tritylamino)butanoate;MFCD00153373;FD21190;J-006170;Pentafluorophenyl N~2~-{[(9H-fluoren-9-yl)methoxy]carbonyl}-N-(triphenylmethyl)-L-asparaginate

Chemical Property of Fmoc-asn(trt)-opfp

Chemical Property:

• Vapor Pressure: 1.61E-26mmHg at 25°C
• Boiling Point: 813.2°Cat760mmHg
• PKA: 9.80±0.46(Predicted)
• Flash Point: 445.6°C
• PSA: 93.73000
• Density: 1.3g/cm³
• LogP: 9.47500
• Storage Temp.: -20°C
• XLogP3: 9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 13
• Exact Mass: 762.21531290
• Heavy Atom Count: 56
• Complexity: 1240

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-Asn(Trt)-OPfp ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)CC(C(=O)OC4=C(C(=C(C(=C4F)F)F)F)F)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)NC(=O)C[C@@H](C(=O)OC4=C(C(=C(C(=C4F)F)F)F)F)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57

Technology Process of Fmoc-asn(trt)-opfp

There total 4 articles about Fmoc-asn(trt)-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:

triphenylmethyl alcohol (76-84-6) → N-α-Fmoc-N-β-trityl-L-asparagine pentafluorophenyl ester (132388-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / acetic anhydride, conc.H₂SO₄ / acetic acid / 1.25 h / 60 °C

3: DCC

With sulfuric acid; acetic anhydride; dicyclohexyl-carbodiimide; In acetic acid;

DOI:10.1016/S0040-4039(00)74872-6

Reference yield:

N-benzyloxycarbonyl-N'-trityl-L-asparagine (132388-57-9) → N-α-Fmoc-N-β-trityl-L-asparagine pentafluorophenyl ester (132388-64-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd-C

3: DCC

With hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)74872-6

Reference yield:

(S)-2-Amino-N-trityl-succinamic acid (132388-58-0,200192-49-0) → N-α-Fmoc-N-β-trityl-L-asparagine pentafluorophenyl ester (132388-64-8)

Guidance literature:

Multi-step reaction with 2 steps

2: DCC

With dicyclohexyl-carbodiimide;

DOI:10.1016/S0040-4039(00)74872-6

upstream raw materials:

2,3,4,5,6-pentafluorophenol

L-Asn(Trt)

triphenylmethyl alcohol

(S)-2-Amino-N-trityl-succinamic acid

Downstream raw materials:

Fmoc-L-Asn(Trt)-L-Hag-OH

Fmoc-L-Asn(Trt)-DL-Hag-OH

Refernces