Fmoc-Thr-Obzl

Name: Fmoc-Thr-Obzl
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 73724-48-8
Cat. No. CS-0158246
Molecule weight431.48
Purity≥98%
MDL No.MFCD11505901

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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 73724-48-8

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General Information

CAS No. 73724-48-8
Cat. No. CS-0158246
Purity ≥98%
MDL No. MFCD11505901
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₅NO₅
Molecular Weight 431.48
Synonym(s) (2S,3R)-Benzyl 2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxybutanoate
SMILES C[C@@H](O)[C@H](NC(OCC1C2=CC=CC=C2C3=CC=CC=C31)=O)C(OCC4=CC=CC=C4)=O

Description

Fmoc-Thr-Obzl features a protected threonine residue with orthogonal handling capabilities, combining the robust Fmoc group for efficient solid-phase peptide synthesis with the benzyl ester protecting group for selective deprotection. This formulation enables precise sequence assembly in complex peptide architectures.

Application

Fmoc-Thr-Obzl serves as a key building block in peptide synthesis, offering a protected threonine residue with orthogonal functionality. The Fmoc group enables efficient base-labile deprotection during solid-phase synthesis, while the benzyloxycarbonyl (Obzl) ester facilitates selective side-chain manipulation. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for constructing complex peptide sequences with high yield and minimal epimerization.

Synthesis

Route1
- 100-39-0
- In-stock
  
  73731-37-0
- ~91%
- In-stock
  
  73724-48-8
References
- Loke, Inga; Park, Natja; Kempf, Karl; Jagusch, Carsten; Schobert, Rainer; Laschat, Sabine Tetrahedron, 2012 , vol. 68, # 2 p. 697 - 704
Route2
- 86088-58-6
- 201274-07-9
- ~85%
- In-stock
  
  73724-48-8
References
- Lacombe, J. M.; Pavia, A. A. Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2557 - 2563
Route3
- In-stock
  
  82911-69-1
- In-stock
  
  86088-59-7
- ~81%
- In-stock
  
  73724-48-8
References
- Varon, Daniel; Lioy, Eduardo; Patarroyo, Manuel E.; Schratt, Xaver; Unverzagt, Carlo Australian Journal of Chemistry, 2002 , vol. 55, # 1-2 p. 161 - 165

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 4.0179
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Threonine and derivatives

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Fmoc-Thr-Obzl

CAS No. 73724-48-8

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