Fmoc-Cys(Trt)-OPfp

Base Information

• Chemical Name: Fmoc-Cys(Trt)-OPfp
• CAS No.: 115520-21-3
• Molecular Formula: C43H30 F5 N O4 S
• Molecular Weight: 751.774
• Hs Code.: 2930 90 16
• European Community (EC) Number: 685-329-3
• DSSTox Substance ID: DTXSID00453274
• Wikidata: Q72479027
• Mol file: 115520-21-3.mol

Synonyms:Fmoc-Cys(Trt)-OPfp;115520-21-3;(2,3,4,5,6-pentafluorophenyl) (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanylpropanoate;(R)-Perfluorophenyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(tritylthio)propanoate;C43H30F5NO4S;Fmoc-L-Cys(Trt)-OPfp;SCHEMBL1738763;Nalpha-Fmoc-S-trityl-L-cysteine pentafluorophenyl ester;DTXSID00453274;MFCD00065639;AKOS015853210;AKOS015895552;CS-W009371;DS-7730;FD21318;HY-W008655;Fmoc-Cys(Trt)-OPfp, >=98.0% (HPLC);J-003299;n(Alpha)-fmoc-s-trityl-L-cysteine penta-fluorophenyl ester;Pentafluorophenyl N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-trityl-L-cysteinate;L-Cysteine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-S-(triphenylmethyl)-, 2,3,4,5,6-pentafluorophenyl ester;N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-trityl-L-cysteine pentafluorphenyl ester (Fmoc-L-Cys(Trt)-OPfp)

Chemical Property of Fmoc-Cys(Trt)-OPfp

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 71-73 °C
• Boiling Point: 803.513oC at 760 mmHg
• PKA: 10.09±0.46(Predicted)
• Flash Point: 439.749oC
• PSA: 89.93000
• Density: 1.36g/cm3
• LogP: 10.31100
• Storage Temp.: 2-8°C
• XLogP3: 10.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 13
• Exact Mass: 751.18157042
• Heavy Atom Count: 54
• Complexity: 1150

Purity/Quality:

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

Fmoc-cys(pmeobzl)-oh ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SCC(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)SC[C@@H](C(=O)OC4=C(C(=C(C(=C4F)F)F)F)F)NC(=O)OCC5C6=CC=CC=C6C7=CC=CC=C57
• Uses: Fmoc-cys(pmeobzl)-oh is used as a reactant in peptide synthesis.

Technology Process of Fmoc-Cys(Trt)-OPfp

There total 2 articles about Fmoc-Cys(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: 92.0%

pentafluorophenyl trifloroacetate (14533-84-7) + N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4) → N-α-Fmoc-S-trityl-L-cysteine pentafluorophenyl ester (115520-21-3)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4039(00)97976-0

Reference yield:

2,3,4,5,6-pentafluorophenol (771-61-9) → N-α-Fmoc-S-trityl-L-cysteine pentafluorophenyl ester (115520-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / 40 °C

2: 92 percent / pyridine / dimethylformamide / 0.75 h / Ambient temperature

With pyridine; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97976-0

Reference yield: 98.0%

4-HYDROXYPIPERIDINE (5382-16-1) + N-α-Fmoc-S-trityl-L-cysteine pentafluorophenyl ester (115520-21-3) → N-α-Fmoc-S-trityl-L-cysteine 4-hydroxypiperidide

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 4h;

DOI:10.1080/15257770008045457

upstream raw materials:

pentafluorophenyl trifloroacetate

N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine

2,3,4,5,6-pentafluorophenol

Refernces