Fmoc-3-pyrenyl-L-alanine

Base Information

• Chemical Name: Fmoc-3-pyrenyl-L-alanine
• CAS No.: 183071-07-0
• Molecular Formula: C₃₄H₂₅NO₄
• Molecular Weight: 511.577
• Hs Code.: 29225090
• European Community (EC) Number: 836-995-0
• DSSTox Substance ID: DTXSID80373224
• Wikidata: Q82161390
• Mol file: 183071-07-0.mol

Synonyms:Fmoc-3-pyrenyl-L-alanine;183071-07-0;Fmoc-3-(1-pyrenyl)-L-alanine;Fmoc-L-1-pyrenylalanine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-pyren-1-ylpropanoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyren-1-yl)propanoic acid;Fmoc-Ala(1-Pyn)-OH;SCHEMBL19514761;C34H25NO4;DTXSID80373224;MFCD01861376;AKOS025312277;AS-73312;CS-0333789;E70607;J-011719;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(pyren-1-yl)propanoic acid;(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(pyren-1-yl)propanoic acid

Chemical Property of Fmoc-3-pyrenyl-L-alanine

Chemical Property:

• Melting Point: approximate 205.5℃
• PSA: 75.63000
• LogP: 7.50930
• Storage Temp.: Store at?0-5°C
• XLogP3: 7.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 511.17835828
• Heavy Atom Count: 39
• Complexity: 884

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-3-pyrenyl-L-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NC(CC4=C5C=CC6=CC=CC7=C6C5=C(C=C7)C=C4)C(=O)O
• Isomeric SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)N[C@@H](CC4=C5C=CC6=CC=CC7=C6C5=C(C=C7)C=C4)C(=O)O

Technology Process of Fmoc-3-pyrenyl-L-alanine

There total 2 articles about Fmoc-3-pyrenyl-L-alanine 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: 74.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (R)-2-Benzoylamino-3-pyren-1-yl-propionic acid ethyl ester → Fmoc-Ala(1-Pyn)-OH (183071-07-0)

Guidance literature:

(R)-2-Benzoylamino-3-pyren-1-yl-propionic acid ethyl ester; With hydrogenchloride; In acetic acid; at 100 ℃;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; With sodium hydrogencarbonate; In 1,4-dioxane; water; Further stages.;

Reference yield:

(Z)-2-Benzoylamino-3-pyren-1-yl-acrylic acid ethyl ester → Fmoc-Ala(1-Pyn)-OH (183071-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / H₂ / [Rh(COD)Cl]2; (R,R)-Et-DUPHOS / methanol / 24 h / 60 °C / 37494.2 Torr

2.1: HCl / acetic acid / 100 °C

2.2: 74 percent / NaHCO₃ / dioxane; H₂O

With hydrogenchloride; hydrogen; chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,2-bis((2R,5R)-2,5-diethylphosphoranylidene)benzene; In methanol; acetic acid;

upstream raw materials:

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