Fmoc-Ser-OtBu

Name: Fmoc-Ser-OtBu
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 110797-35-8
Cat. No. CS-0040463
Purity≥95%
MDL No.MFCD01861331

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 110797-35-8

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General Information

CAS No. 110797-35-8
Cat. No. CS-0040463
Purity ≥95%
MDL No. MFCD01861331
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₂H₂₅NO₅
Molecular Weight 383.44
Synonym(s) None
SMILES OC[C@@H](C(OC(C)(C)C)=O)NC(OCC1C2=C(C3=C1C=CC=C3)C=CC=C2)=O

Description

Fmoc-Ser-OtBu is a protected serine derivative featuring a fluorenylmethoxycarbonyl (Fmoc) group at the α-amino position and a tert-butyl ester at the side-chain hydroxyl. This combination enables efficient incorporation into peptide chains under standard solid-phase synthesis conditions, offering excellent solubility and stability during sequential coupling steps.

Application

Fmoc-Ser-OtBu serves as a cornerstone building block in peptide synthesis, enabling efficient N-terminal protection and side-chain stabilization of serine residues. Its bench-stable Fmoc group facilitates orthogonal deprotection in solid-phase workflows, while the OtBu ester protects the hydroxyl functionality against unwanted reactions. The compound exhibits excellent solubility in common organic solvents and tolerates diverse coupling conditions, making it ideal for routine and scale-up applications in peptide and peptidomimetic assembly.

Synthesis

Route1
- In-stock
  
  98946-18-0
- In-stock
  
  73724-45-5
- ~91%
- In-stock
  
  110797-35-8
References
- Knerr, Patrick J.; Van Der Donk, Wilfred A. Journal of the American Chemical Society, 2012 , vol. 134, # 18 p. 7648 - 7651
Route2
- 600172-98-3
- ~99%
- In-stock
  
  110797-35-8
References
- Rothman, Deborah M.; Vazquez, M. Eugenio; Vogel, Elizabeth M.; Imperiali, Barbara Journal of Organic Chemistry, 2003 , vol. 68, # 17 p. 6795 - 6798
Route3
- In-stock
  
  73724-45-5
- 75-65-0
- ~65%
- In-stock
  
  110797-35-8
References
- Pillion, Dany; Deraet, Maud; Holleran, Brian J.; Escher, Emanuel Journal of Medicinal Chemistry, 2006 , vol. 49, # 7 p. 2200 - 2209

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 84.86
LogP 3.2277
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Serine and derivatives

Building Blocks Functional Group Fmoc

Chemical Biology Glycoscience Reagents for Oligosaccharide Synthesis

Chemical Biology Pharmaceutical Development and Drug Discovery Research Peptide Chemistry Amino Acid Derivatives

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Peptide Chemistry Amino Acid Derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Fmoc-Ser-OtBu

CAS No. 110797-35-8

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