(3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid

Name: (3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 201864-71-3
Cat. No. CS-0038508
Purity≥97%
MDL No.MFCD00270344

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(3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid|CS-0038508

Structure of 201864-71-3

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General Information

CAS No. 201864-71-3
Cat. No. CS-0038508
Purity ≥97%
MDL No. MFCD00270344
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₉NO₄
Molecular Weight 325.36
Synonym(s) Fmoc-D-beta-homoalanine
SMILES C[C@H](CC(=O)O)N=C(O)OCC1C2=CC=CC=C2C3=CC=CC=C31

Description

(3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid features a chiral (3R) backbone paired with a fluorenylmethoxycarbonyl (Fmoc) protecting group, enabling direct incorporation into peptide synthesis. This derivative delivers efficient N-terminal protection with orthogonal deprotection compatibility and enhanced solubility in organic solvents.

Application

(3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid serves as a valuable chiral building block in peptide synthesis, offering high enantiomeric purity and stability under standard coupling conditions. The Fmoc group enables efficient, orthogonal protection of primary amines, facilitating sequential chain elongation. Its robust bench stability and compatibility with common activation methods streamline purification and scale-up in medicinal chemistry workflows.

Synthesis

Route1
- 201864-69-9
- ~79%
- In-stock
  
  201864-71-3
References
- Ananda; Suresh Babu Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999 , vol. 38, # 4 p. 418 - 423
Route2
- In-stock
  
  35661-38-2
- ~%
- In-stock
  
  201864-71-3
References
- Ellmerer-Mueller, Ernst P.; Broessner, Dagmar; Maslouh, Najib; Tako, Andreas Helvetica Chimica Acta, 1998 , vol. 81, # 1 p. 59 - 65

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 79.12
LogP 3.5927
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(3R)-3-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid

CAS No. 201864-71-3

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