Fmoc-His(Tos)-OH

Base Information

• Chemical Name: Fmoc-His(Tos)-OH
• CAS No.: 112380-10-6
• Molecular Formula: C28H25N3O6S
• Molecular Weight: 531.589
• DSSTox Substance ID: DTXSID40583802
• Wikidata: Q72478687
• Mol file: 112380-10-6.mol

Synonyms:Fmoc-His(Tos)-OH;112380-10-6;Nalpha-Fmoc-Nim-4-toluenesylfonyl-L-histidine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-(4-methylphenyl)sulfonylimidazol-4-yl]propanoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1-tosyl-1H-imidazol-4-yl)propanoic acid;Fmoc-L-His(Tos)-OH;C28H25N3O6S;SCHEMBL1738812;DTXSID40583802;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-[1-(4-methylbenzenesulfonyl)-1H-imidazol-4-yl]propanoic acid;MFCD00144353;AKOS015892635;L-Histidine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-1-[(4-methylphenyl)sulfonyl]-;BS-25491;CS-0209090;E70501;J-002762;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-[(4-methylphenyl)sulfonyl]-L-histidine;N-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-1-(4-methylbenzene-1-sulfonyl)-L-histidine;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(1-tosyl-1H-imidazol-4-yl)propanoic acid

Chemical Property of Fmoc-His(Tos)-OH

Chemical Property:

• Melting Point: 170-174 °C (dec.)
• Refractive Index: 1.677
• PKA: 3.39±0.10(Predicted)
• PSA: 135.97000
• Density: 1.4 g/cm³
• LogP: 5.43460
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 531.14640670
• Heavy Atom Count: 38
• Complexity: 925

Purity/Quality:

97% ^*data from raw suppliers

N-alpha-Fmoc-Nim-4-toluenesylfonyl-L-histidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=C(N=C2)CC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C=C(N=C2)C[C@@H](C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Technology Process of Fmoc-His(Tos)-OH

There total 1 articles about Fmoc-His(Tos)-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: 81.0%

(9-fluorenylmethoxycarbonyl)-L-histidine (116611-64-4) + p-toluenesulfonyl chloride (98-59-9) → Fmoc-L-His(Ts)-OH (112380-10-6)

Guidance literature:

With sodium carbonate; In water; acetone; at 20 ℃; for 4h;

Reference yield: 56.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Fmoc-L-His(Ts)-OH (112380-10-6) → (S)-1-diazo-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-{1-[(4-methylphenyl)sulfonyl]-1H-imidazol-4-yl}butan-2-one

Guidance literature:

Fmoc-L-His(Ts)-OH; With 4-methyl-morpholine; chloroformic acid ethyl ester; In tetrahydrofuran; at -25 ℃; for 0.5h;

diazomethane; In tetrahydrofuran; diethyl ether; at 0 - 20 ℃;

DOI:10.1002/hlca.200490280

Reference yield:

Fmoc-L-His(Ts)-OH (112380-10-6) → Fmoc-His(Tos) anhydride (83345-50-0)

Guidance literature:

With dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4020(82)85102-8

upstream raw materials:

(9-fluorenylmethoxycarbonyl)-L-histidine

p-toluenesulfonyl chloride

Downstream raw materials:

Fmoc-His(Tos) anhydride

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