(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Base Information

• Chemical Name: (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid
• CAS No.: 359586-69-9
• Molecular Formula: C21H21 N O4
• Molecular Weight: 351.4
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID40573546
• Nikkaji Number: J1.592.848D
• Mol file: 359586-69-9.mol

Synonyms:359586-69-9;(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid;(1R,2R)-Fmoc-2-aminocyclopentane carboxylic acid;Fmoc-(1R,2R)-2-aminocyclopentane carboxylic acid;(1R,2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)cyclopentane-1-carboxylic acid;(1R,2R)-2-({[(9H-Fluoren-9-yl)methoxy]carbonyl}amino)cyclopentane-1-carboxylic acid;MFCD04112693;(1R,2R)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)cyclopentane-1-carboxylic acid;(1R,2R)-2-(Fmoc-amino)cyclopentanecarboxylic acid;(1R,2R)-Fmoc-Acpc;SCHEMBL762530;DTXSID40573546;AKOS016009403;AS-67688;CS-0186029;D94934;EN300-6762344;EN300-7372565;Z3616180226;(1R,2R)-Fmoc-2-aminocyclopentane carboxylic acid, AldrichCPR;(1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylicacid;(1R,2R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)cyclopentanecarboxylic acid;rac-(1R,2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclopentane-1-carboxylic acid

Chemical Property of (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

Chemical Property:

• PSA: 75.63000
• LogP: 4.16930
• Storage Temp.: Store at?0-5°C
• XLogP3: 4.1
• 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:

97% ^*data from raw suppliers

(1R,2R)-Fmoc-2-aminocyclopentanecarboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O
• Isomeric SMILES: C1C[C@H]([C@@H](C1)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of (1R,2R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)cyclopentanecarboxylic acid

There total 4 articles about (1R,2R)-2-((((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:

2-ethoxycarbonyl-1-cyclopentanone (611-10-9) → (1R,2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-cyclopentanecarboxylic acid (359586-69-9,282524-97-4,352707-76-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: ethanol; acetic acid / 20 °C

1.2: NaBH₃CN / ethanol / 5 h / 72 °C

1.3: 4N HCl / ethyl acetate; dioxane / 0 °C

2.1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 0 °C

3.1: H₂ / Pd/C / aq. ethanol / 2585.81 Torr

4.1: NaHCO₃ / acetone; H₂O / 0 - 20 °C

With lithium hydroxide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetic acid; acetone;

DOI:10.1021/jo010279h

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid → (1R,2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-cyclopentanecarboxylic acid (359586-69-9,282524-97-4,352707-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / aq. ethanol / 2585.81 Torr

2: NaHCO₃ / acetone; H₂O / 0 - 20 °C

With hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In ethanol; water; acetone;

DOI:10.1021/jo010279h

Reference yield:

(1R,2R)-2-((R)-1-Phenyl-ethylamino)-cyclopentanecarboxylic acid ethyl ester; hydrochloride → (1R,2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-cyclopentanecarboxylic acid (359586-69-9,282524-97-4,352707-76-7)

Guidance literature:

Multi-step reaction with 3 steps

1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 0 °C

2: H₂ / Pd/C / aq. ethanol / 2585.81 Torr

3: NaHCO₃ / acetone; H₂O / 0 - 20 °C

With lithium hydroxide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; water; acetone;

DOI:10.1021/jo010279h

upstream raw materials:

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

(1R,2R)-2-aminocyclopentanecarboxylic acid hydrochloride

2-ethoxycarbonyl-1-cyclopentanone

Downstream raw materials:

C₂₆H₄₆N₄O

C₂₆H₄₆N₄O

(1R,2R)-2-aminocyclopentanecarboxamide