Fmoc-Cha-OH

Base Information

• Chemical Name: Fmoc-Cha-OH
• CAS No.: 135673-97-1
• Molecular Formula: C24H27NO4
• Molecular Weight: 393.483
• Hs Code.: 2924 29 70
• DSSTox Substance ID: DTXSID70359653
• Wikidata: Q72478227
• Mol file: 135673-97-1.mol

Synonyms:Fmoc-Cha-OH;135673-97-1;Fmoc-L-cyclohexylalanine;Fmoc-3-cyclohexyl-L-alanine;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-cyclohexylpropanoic acid;N-Fmoc-3-cyclohexyl-L-alanine;(2S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-3-cyclohexyl-L-alanine;(2S)-3-cyclohexyl-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid;Fmoc-3-Cyclohexylalanine;Fmoc-(S)-3-Cyclohexylalanine;Fmoc-beta-cyclohexyl-L-alanine;MFCD00065614;Fmoc-Cha;Fmoc Cha-OH;Fmoc--cyclohexyl-Ala-OH;SCHEMBL119686;DTXSID70359653;N-Alpha-(9-Fluorenylmethyloxycarbonyl)-L-Cyclohexylalanine;HIJAUEZBPWTKIV-QFIPXVFZSA-N;AKOS015837226;CS-W011716;HY-W011000;Fmoc-Cha-OH, >=98.0% (TLC);AC-25316;AM808135;AS-19941;F0857;I10352;EN300-1663630;J-300441;F2191-0255;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-3-cyclohexylpropanoic acid;(s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-3-cyclohexylpropanoic acid;N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-cyclohexylalanine (Fmoc-L-Cha-OH);Cyclohexanepropanoic acid,a-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (aS)-

Chemical Property of Fmoc-Cha-OH

Chemical Property:

• Melting Point: 125-130°C
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 610.5 °C at 760 mmHg
• PKA: 3.91±0.10(Predicted)
• Flash Point: 323 °C
• PSA: 75.63000
• Density: 1.209 g/cm³
• LogP: 5.33960
• Storage Temp.: 2-8°C
• Solubility.: soluble in Dimethylformamide
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 393.19400834
• Heavy Atom Count: 29
• Complexity: 551

Purity/Quality:

98% ^*data from raw suppliers

Fmoc-beta-cyclohexyl-L-alanine ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 22-24/25-35-44-28-7-4

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)CC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1CCC(CC1)C[C@@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: Fmoc-Cha-OH,

Technology Process of Fmoc-Cha-OH

There total 4 articles about Fmoc-Cha-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: 97.0%

→ (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (135673-97-1)

Guidance literature:

Reference yield: 80.1%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + L-cyclohexylalanine (27527-05-5) → (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (135673-97-1)

Guidance literature:

L-cyclohexylalanine; With sodium carbonate; In water; for 0.166667h; Cooling with ice;

(fluorenylmethoxy)carbonyl chloride; In 1,4-dioxane; water; for 12h;

DOI:10.1002/chem.202103071

Reference yield: 71.0%

L-cyclohexylalanine (27527-05-5) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-3-cyclohexyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)propionic acid (135673-97-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 18h;

DOI:10.1002/anie.202017086

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

L-2-cyclohexylalanine

L-cyclohexylalanine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Refernces

• 1、 Misra, Souvik,Mukherjee, Soumyajit,Ghosh, Anamika,Singh, Pijush,Mondal, Sanjoy,Ray, Debes,Bhattacharya, Gourav,Ganguly, Debabani,Ghosh, Alok,Aswal,Mahapatra, Ajit K.,Satpati, Biswarup,Nanda, Jayanta. "Single Amino-Acid Based Self-Assembled Biomaterials with Potent Antimicrobial Activity". . p. 16744 - 16753. Retrieved 2021/10/25.
• 2、 Bain,Wacker, Dean A.,Kuo, Eric E.,Chamberlin, A. Richard. "Site-specific incorporation of non-natural residues into peptides: Effect of residue structure on suppression and translation efficiencies". . p. 2389 - 2400. Retrieved 2007/10/02.