Fmoc-Gln(Trt)-OPfp

Base Information

• Chemical Name: Fmoc-Gln(Trt)-OPfp
• CAS No.: 132388-65-9
• Molecular Formula: C45H33 F5 N2 O5
• Molecular Weight: 776.759
• Hs Code.: 2924 29 70
• European Community (EC) Number: 685-290-2
• Nikkaji Number: J3.003.140G
• Wikidata: Q76416927
• Mol file: 132388-65-9.mol

Synonyms:Fmoc-Gln(Trt)-OPfp;132388-65-9;MFCD00800874;(2,3,4,5,6-pentafluorophenyl) (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-5-oxo-5-(tritylamino)pentanoate;fmoc-l-gln(trt)-opfp;?Fmoc-Gln(Trt)-Opfp;OLYKAAWLZTVISS-DHUJRADRSA-N;AMY22630;Fmoc-Gln(Trt)-OPfp, >=97.0%;AKOS015903702;CS-W009570;FD21570;HY-W008854;(S)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoate;J-006171;N-Fmoc-N'-trityl-L-glutamine pentafluorophenyl ester;Nalpha-Fmoc-Ndelta-trityl-L-glutamine pentafluorophenyl ester (Fmoc-L-Gln(Trt)-OPfp);(S)-perfluorophenyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-5-oxo-5-(tritylamino)pentanoate

Chemical Property of Fmoc-Gln(Trt)-OPfp

Chemical Property:

• Vapor Pressure: 4.48E-33mmHg at 25°C
• Melting Point: 183-184℃
• Boiling Point: 830.1°Cat760mmHg
• Flash Point: 455.8°C
• PSA: 93.73000
• Density: 1.29g/cm³
• LogP: 9.86510
• Storage Temp.: 2-8°C
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 14
• Exact Mass: 776.23096297
• Heavy Atom Count: 57
• Complexity: 1260

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-Gln(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)CCC(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)CC[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-Gln(Trt)-OPfp

There total 6 articles about Fmoc-Gln(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) → Fmoc-Gln(Trt)-OPfp (132388-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 35 percent / Ac₂O, conc.H₂SO₄ / acetic acid / 60 °C

3: DCC

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

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

Reference yield:

(S)-2-(((benzyloxy)carbonyl)amino)-5-oxo-5-(tritylamino)pentanoic acid (132388-60-4,200625-96-3) → Fmoc-Gln(Trt)-OPfp (132388-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / H₂, 1N HCl / 10percent Pd-C / methanol; H₂O / 1 h

3: DCC

With hydrogenchloride; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; water;

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

Reference yield:

L-glutamine (56-85-9,26700-71-0) → Fmoc-Gln(Trt)-OPfp (132388-65-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 35 percent / Ac₂O, conc.H₂SO₄ / acetic acid / 60 °C

3: DCC

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

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

upstream raw materials:

2,3,4,5,6-pentafluorophenol

Fmoc-L-Gln(Trt)-OH

triphenylmethyl alcohol

L-glutamine

Downstream raw materials:

C₆₉H₁₀₄N₁₈O₁₅S

C₈₂H₁₁₅N₂₁O₁₆S

C₇₁H₁₀₅N₁₉O₁₅S

C₆₆H₁₀₅N₁₉O₁₆S

Refernces

• 1、 Sieber,Riniker. "Protection of carboxamide functions by the trityl residue. Application to peptide synthesis". . p. 739 - 742. Retrieved 2007/10/02.