(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid

Name: (R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid
Brand: ChemScene
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CAS No. 942153-03-9
Cat. No. CS-0089856
Purity≥97%
MDL No.MFCD06809895

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(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid|CS-0089856

Structure of 942153-03-9

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General Information

CAS No. 942153-03-9
Cat. No. CS-0089856
Purity ≥97%
MDL No. MFCD06809895
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₁₉NO₅
Molecular Weight 353.37
Synonym(s) 4-Fmoc-3(R)-morpholinecarboxylic acid
SMILES O=C([C@@H]1N(C(OCC2C3=C(C4=C2C=CC=C4)C=CC=C3)=O)CCOC1)O

Description

(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid is a chiral, bench-stable building block for peptide synthesis. The fluorenylmethoxycarbonyl (Fmoc) group enables orthogonal protection, while the morpholine ring provides solubility and stability. This derivative facilitates efficient coupling under standard conditions, streamlining the assembly of complex peptide architectures.

Application

(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid serves as a robust chiral building block for peptide synthesis and medicinal chemistry campaigns. Its fluorenylmethoxycarbonyl (Fmoc) group enables efficient, orthogonal protection of primary amines under mild conditions. The morpholine-3-carboxylic acid moiety provides a sterically defined, polar scaffold suitable for diversification via standard coupling reactions. The compound exhibits excellent bench stability, simplifies purification by chromatography, and facilitates high-yield incorporation into complex molecular architectures.

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

TPSA 76.07
LogP 2.7209
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Fmoc

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Key Words

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(R)-4-(((9H-Fluoren-9-yl)methoxy)carbonyl)morpholine-3-carboxylic acid

CAS No. 942153-03-9

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