CAS 220497-61-0

(αS)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclopentaneacetic acid

Description:

(αS)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclopentaneacetic acid, with CAS number 220497-61-0, is a synthetic organic compound primarily used in peptide synthesis and as a protecting group in organic chemistry. This compound features a cyclopentaneacetic acid backbone, which contributes to its unique structural properties. The presence of the fluorenylmethoxycarbonyl (Fmoc) group serves as a protective moiety for the amino group, facilitating selective reactions during peptide assembly. The stereochemistry indicated by (αS) suggests a specific spatial arrangement of atoms, which can influence the compound's reactivity and interaction with biological systems. This compound is typically characterized by its solid state, stability under standard laboratory conditions, and solubility in organic solvents. Its applications extend to pharmaceutical research, particularly in the development of peptide-based drugs, where the ability to manipulate amino acid sequences is crucial. Overall, this compound exemplifies the intersection of organic synthesis and medicinal chemistry, showcasing the importance of protecting groups in the synthesis of complex molecules.

Formula: C₂₂H₂₃NO₄

InChI: InChI=1S/C22H23NO4/c24-21(25)20(14-7-1-2-8-14)23-22(26)27-13-19-17-11-5-3-9-15(17)16-10-4-6-12-18(16)19/h3-6,9-12,14,19-20H,1-2,7-8,13H2,(H,23,26)(H,24,25)/t20-/m0/s1

InChI key: InChIKey=JGWHUIQSEKGLAQ-FQEVSTJZSA-N

SMILES: C(OC(N[C@H](C(O)=O)[C@H]1CCCC1)=O)C2C=3C(C=4C2=CC=CC4)=CC=CC3

Synonyms:

• (2S)-2-Cyclopentyl-2-([[(9H-fluoren-9-yl)methoxy]carbonyl]amino)acetic acid
• (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopentylacetic acid
• (S)-2-Cyclopentyl-2-(Fmoc-Amino)-Acetic Acid
• (S)-N-Fmoc-2-Amino-2-Cyclopentyl Acetic Acid
• (αS)-α-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]cyclopentaneacetic acid
• Cyclopentaneacetic acid, α-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (αS)-
• Fmoc-Cpg-Oh
• Fmoc-Cyclopentyl-Gly-Oh
• Fmoc-Cyclopentyl-Glycine
• Fmoc-L-Cyclopentylglycine
• N-Alpha-(9-Fluorenylmethoxycarbonyl)-L-Cyclopentylglycine
• N-Alpha-(9-Fluorenylmethyloxycarbonyl)-L-Beta-Cyclopentylglycine

Fmoc-Cpg-OH

CAS: 220497-61-0

Bachem ID: 4040958.

Formula: C₂₂H₂₃NO₄

Purity: 99.8%

Color and Shape: White Powder

Molecular weight: 365.43

Ref: 01-4040958

Fmoc-cyclopentyl-Gly-OH

CAS: 220497-61-0

Formula: C₂₂H₂₃NO₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 365.4223

Ref: IN-DA0034XS

Fmoc-Cpg-OH

CAS: 220497-61-0

Fmoc-Cpg-OH

Purity: 98%

Molecular weight: 365.42g/mol

Ref: 54-OR1035796

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-cyclopentylacetic acid

CAS: 220497-61-0

Formula: C₂₂H₂₃NO₄

Purity: 95%

Color and Shape: Solid, White powder

Molecular weight: 365.429

Ref: 10-F236577

Fmoc-L-cyclopentylglycine

CAS: 220497-61-0

Fmoc-L-cyclopentylglycine is an asymmetric synthesis catalyst that allows the construction of a cyclopentyl ring system. It is synthesized by alkylating a glycine with cyclopentyl bromide, catalytic hydrogenolysis, and high yield. The stereoselectivity of this reaction can be controlled to produce either a syn or anti product. Fmoc-L-cyclopentylglycine has been used in efficient diastereoselective hydrogenolysis of benzyl ethers. The Fmoc group is removed by strong acid (e.g., fmoc-osu) in order to avoid racemization.

Formula: C₂₂H₂₃NO₄

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 365.42 g/mol

Ref: 3D-FF49124