(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid

Name: (R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 104091-11-4
Cat. No. CS-0101002
Purity≥98%
MDL No.MFCD00273449

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid|CS-0101002

Structure of 104091-11-4

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General Information

CAS No. 104091-11-4
Cat. No. CS-0101002
Purity ≥98%
MDL No. MFCD00273449
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₅NO₆
Molecular Weight 459.49
Synonym(s) Fmoc-D-Glu(OBzl)-OH
SMILES O=C([C@@H](CCC(OCC1=CC=CC=C1)=O)NC(OCC2C3=CC=CC=C3C4=CC=CC=C24)=O)O

Description

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid features a chiral center at the C2 position, enabling stereoselective synthesis in peptide and pharmaceutical applications. The fluorenylmethyl carbamate (Fmoc) group provides robust protection for amine functionalities, while the benzyloxy-substituted ketone moiety offers a reactive handle for conjugation. This compound combines stability under standard bench conditions with compatibility in solid-phase synthesis workflows.

Application

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid serves as a versatile chiral building block for the synthesis of biologically active peptides and heterocyclic scaffolds. Its fluorenylmethoxycarbonyl (Fmoc) group enables efficient peptide coupling, while the benzyloxy and ketone functionalities provide orthogonal handles for selective transformations. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

Route1
- 28920-43-6
- In-stock
  
  2578-33-8
- ~45%
- In-stock
  
  104091-11-4
References
- Vendeville, Sandrine; Buisine, Eric; Williard, Xavier; Schrevel, Joseph; Grellier, Philippe; Santana, Jaime; Sergheraert, Christian Chemical and Pharmaceutical Bulletin, 1999 , vol. 47, # 2 p. 194 - 198
Route2
- In-stock
  
  104091-09-0
- In-stock
  
  100-51-6
- ~%
- In-stock
  
  104091-10-3
- In-stock
  
  104091-11-4
References
- Journal of Organic Chemistry, , vol. 51, # 24 p. 4590 - 4594

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
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 101.93
LogP 4.5019
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 9

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)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-5-(benzyloxy)-5-oxopentanoic acid

CAS No. 104091-11-4

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