(1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid
• CAS No.: 220497-67-6
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Hs Code.: 29223900
• DSSTox Substance ID: DTXSID20426501
• Wikidata: Q72478455
• Mol file: 220497-67-6.mol

Synonyms:220497-67-6;(-)-(1R,3S)-N-FMOC-3-AMINOCYCLOPENTANECARBOXYLIC ACID;(1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid;(1R,3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopentane-1-carboxylic acid;(1R,3S)-3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclopentane-1-carboxylic acid;(1R,3S)-3-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)cyclopentane-1-carboxylic acid;Fmoc-cis-NH(3)cPen-OH;(1R,3S)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-cyclopentanecarboxylic acid;(1R,3S)-Fmoc-3-aminocyclopentane-1 carboxylic acid;SCHEMBL7203914;(-)-(1R,3S)-N-Fmoc-3-aminocyclopentane carboxylic acid;DTXSID20426501;BHDMUBZVWRSQOT-KGLIPLIRSA-N;MFCD01311758;AKOS025117403;AC-7963;PS-12164;CS-0149815;EN300-650493;EN300-713797;F16413;(1r,3s)-n-fmoc-3-aminocyclopentanecarboxylic acid;A878773;(1s,3r)-n-fmoc-1-aminocyclopentane-3-carboxylic acid;(-)-(1S,3R)-N-Fmoc-1-Aminocyclopentane-3-carboxylic acid;(-)-(1R,3S)-N-Fmoc-3-aminocyclopentanecarboxylic acid, AldrichCPR;(1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylicacid;(1R,3S)-3-(((9H-fluoren-9-yl)methoxy)carbonylamino)cyclopentanecarboxylic acid;(1R,3S)-3-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]cyclopentanecarboxylic acid;rac-(1R,3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclopentane-1-carboxylic acid

Chemical Property of (1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Chemical Property:

• Appearance/Colour: white to off-white powder
• Vapor Pressure: 1.6E-14mmHg at 25°C
• Melting Point: 163.8 °C
• Refractive Index: 1.643
• Boiling Point: 584.8 °C at 760 mmHg
• PKA: 4.60±0.40(Predicted)
• Flash Point: 307.5 °C
• PSA: 75.63000
• Density: 1.32 g/cm³
• LogP: 4.16930
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 351.14705815
• Heavy Atom Count: 26
• Complexity: 514

Purity/Quality:

99% ^*data from raw suppliers

(-)-(1R,3S)-N-Fmoc-3-aminocyclopentanecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC1C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1C[C@@H](C[C@@H]1C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of (1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

There total 3 articles about (1R,3S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid 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: 75.0%

(1R,3S)-3-aminocyclopentanecarboxylic acid (71830-08-5) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (1R,3S)-3-(9-fluorenylmethoxycarbonylamino)cyclopentanecarboxylic acid (220497-67-6,220497-66-5)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 2h; pH=8.0;

DOI:10.1021/jm050698x

Reference yield: 38.0%

(1S,3R)-3-aminocyclopentanecarboxylic acid (71830-07-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (1S,3R)-3-amino-N-(9H-fluoren-9-yl)methyloxycarbonylcyclopentanecarboxylic acid (220497-67-6,220497-66-5)

Guidance literature:

With triethylamine; In water; acetonitrile; at 20 ℃; for 2h; pH=8.0;

DOI:10.1021/jm050698x

Reference yield:

C2HF3O2*C10H17NO5 + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (1S,3R)-3-amino-N-(9H-fluoren-9-yl)methyloxycarbonylcyclopentanecarboxylic acid (220497-67-6,220497-66-5)

Guidance literature:

C₂HF₃O₂*C₁₀H₁₇NO₅; With sodium carbonate; In 1,4-dioxane; water; at 0 ℃;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In 1,4-dioxane; water; at 20 ℃; Cooling with ice;

DOI:10.1021/ja904548q

upstream raw materials:

(1S,3R)-3-aminocyclopentanecarboxylic acid

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

(1R,3S)-3-aminocyclopentanecarboxylic acid

Refernces

• 1、 Casiraghi, Giovanni,Rassu, Gloria,Auzzas, Luciana,Burreddu, Paola,Gaetani, Enrico,Battistini, Lucia,Zanardi, Franca,Curti, Claudio,Nicastro, Giuseppe,Belvisi, Laura,Motto, Ilaria,Castorina, Massimo,Giannini, Giuseppe,Pisano, Claudio. "Grafting aminocyclopentane carboxylic acids onto the RGD tripeptide sequence generates low nanomolar αvβ3/ αvβ5 integrin dual binders". . p. 7675 - 7687. Retrieved 2007/10/03.