Fmoc-Cys(Acm)-OH

Base Information

• Chemical Name: Fmoc-Cys(Acm)-OH
• CAS No.: 86060-81-3
• Molecular Formula: C21H22N2O5S
• Molecular Weight: 414.482
• Hs Code.: 29309090
• European Community (EC) Number: 617-794-5
• DSSTox Substance ID: DTXSID30235368
• Nikkaji Number: J1.863.569K
• Wikidata: Q72478881
• Mol file: 86060-81-3.mol

Synonyms:Fmoc-Cys (Acm);Fmoc-S-acetamidomethyl-Cys;N(alpha)-fluorenylmethyloxycarbonyl-S-acetamidomethylcysteine

Chemical Property of Fmoc-Cys(Acm)-OH

Chemical Property:

• Appearance/Colour: white or off-white crystalline powder
• Vapor Pressure: 2.11E-21mmHg at 25°C
• Melting Point: 147-150 °C
• Refractive Index: 1.618
• Boiling Point: 714.1 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 385.7 °C
• PSA: 130.03000
• Density: 1.327 g/cm³
• LogP: 3.58690
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 414.12494298
• Heavy Atom Count: 29
• Complexity: 580

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-S-acetamidomethyl-L-cysteine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(=O)NCSCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(=O)NCSC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-cys(acm)-oh, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Fmoc-Cys(Acm)-OH

There total 8 articles about Fmoc-Cys(Acm)-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: 95.0%

Fmoc-Cys(Acm)-OMe (718635-75-7) → S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (86060-81-3)

Guidance literature:

With sodium thiosulfate; magnesium iodide; In 2-methyltetrahydrofuran; at 120 ℃; for 0.5h; chemoselective reaction; Microwave irradiation; Inert atmosphere;

DOI:10.1002/bip.22908

Reference yield: 81.0%

S-acetamidomethyl-L-cysteine (19647-70-2) → S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (86060-81-3)

Guidance literature:

DOI:10.1055/s-1983-30327

Reference yield: 75.0%

S-acetamidomethyl-L-cysteine (19647-70-2) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → S-[(acetylamino)methyl]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-cysteine (86060-81-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; for 1.5h; Ambient temperature;

upstream raw materials:

S-acetamidomethyl-L-cysteine

(fluorenylmethoxy)carbonyl chloride

(9H-fluoren-9-yl)methyl azidoformate

(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionic acid; compound with trifluoro-methanesulfonic acid

Refernces

• 1、 Flemer, Stevenson. "A comprehensive one-pot synthesis of protected cysteine and selenocysteine SPPS derivatives". . p. 1257 - 1264. Retrieved 2015/04/14.
• 2、 -. "Treatment of obesity". . . Retrieved 2008/06/13.