Fmoc-Photo-Linker

Base Information

• Chemical Name: Fmoc-Photo-Linker
• CAS No.: 162827-98-7
• Molecular Formula: C28H28N2O8
• Molecular Weight: 520.539
• European Community (EC) Number: 683-400-3
• DSSTox Substance ID: DTXSID20392737
• Nikkaji Number: J647.770D
• Mol file: 162827-98-7.mol

Synonyms:Fmoc-Photo-Linker;162827-98-7;4-[4-[1-(9H-fluoren-9-ylmethoxycarbonylamino)ethyl]-2-methoxy-5-nitrophenoxy]butanoic acid;4-(4-(1-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)ethyl)-2-methoxy-5-nitrophenoxy)butanoic acid;Butanoic acid, 4-[4-[1-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]ethyl]-2-methoxy-5-nitrophenoxy]-;Fmoc-Photolabile Linker;SCHEMBL169137;DTXSID20392737;JWESTWISAMMBBU-UHFFFAOYSA-N;MFCD03095528;AKOS030214174;AG-E-12696;J-009978;4-{4-[1-(Fmoc-amino)-ethyl]-2-methoxy-5-nitrophenoxy}butyric acid;4-(4-(1-(9-fluorenylmethoxycarbonylamino)-ethyl)-2-methoxy-5-nitrophenoxy)butanoic acid;4-[2-Methoxy-4-[1-(9H-fluorene-9-ylmethoxycarbonylamino)ethyl]-5-nitrophenoxy]butyric acid

Chemical Property of Fmoc-Photo-Linker

Chemical Property:

• Melting Point: 199-203 °C
• Boiling Point: 777.0±60.0 °C(Predicted)
• PKA: 4.54±0.10(Predicted)
• PSA: 139.91000
• Density: 1.312±0.06 g/cm3(Predicted)
• LogP: 6.36080
• Storage Temp.: 2-8°C
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 11
• Exact Mass: 520.18456586
• Heavy Atom Count: 38
• Complexity: 797

Purity/Quality:

98% ^*data from raw suppliers

Fmoc-Photo-Linker ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC(=C(C=C1[N+](=O)[O-])OCCCC(=O)O)OC)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-Photo-Linker

There total 3 articles about Fmoc-Photo-Linker 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:

C31H36N2O8Si → 4-{4-[1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-2-methoxy-5-nitrophenoxy}butyric acid (162827-98-7)

Guidance literature:

With methanol; In dichloromethane; for 5h; Yield given; Ambient temperature;

DOI:10.1080/00304949809355277

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 4-[4-(1-aminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid (162827-97-6) → 4-{4-[1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-2-methoxy-5-nitrophenoxy}butyric acid (162827-98-7)

Guidance literature:

In 1,4-dioxane; water; Yield given;

DOI:10.1021/jo00113a004

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + methyl 4-(4-(1-aminoethyl)-2-methoxy-5-nitrophenoxy)butanoate (188891-23-8) → 4-{4-[1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-2-methoxy-5-nitrophenoxy}butyric acid (162827-98-7)

Guidance literature:

In 1,4-dioxane; hydrogenchloride; water; for 0.5h; Yield given;

DOI:10.1021/jo961602x

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

4-[4-(1-aminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid

methyl 4-(4-(1-aminoethyl)-2-methoxy-5-nitrophenoxy)butanoate

Downstream raw materials:

methyl 4-(4-(1-aminoethyl)-2-methoxy-5-nitrophenoxy)butanoate

Refernces

• 1、 Holmes, Christopher P.. "Model Studies for New o-Nitrobenzyl Photolabile Linkers: Substituent Effects on the Rates of Photochemical Cleavage". . p. 2370 - 2380. Retrieved 2007/10/03.