Z-Ser-obzl

Name: Z-Ser-obzl
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 21209-51-8
Cat. No. CS-0037004
Molecule weight329.35
Purity≥97%
MDL No.MFCD00037824

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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 21209-51-8

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General Information

CAS No. 21209-51-8
Cat. No. CS-0037004
Purity ≥97%
MDL No. MFCD00037824
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₁₉NO₅
Molecular Weight 329.35
Synonym(s) None
SMILES C1=CC=C(C=C1)COC(=O)[C@H](CO)N=C(O)OCC2=CC=CC=C2

Description

Z-Ser-OBzl features a protected serine side chain with orthogonal functionality, enabling selective coupling in peptide synthesis. The benzyl ester group ensures stability during reaction sequences while allowing clean deprotection under standard conditions. This derivative facilitates efficient access to complex peptide architectures without compromising stereochemical integrity.

Application

Z-Ser-OBzl serves as a key chiral building block in peptide synthesis, offering stable protection of both amine and hydroxyl functionalities. The benzyloxycarbonyl (Z) group provides robust amine protection compatible with standard deprotection protocols, while the benzyl (OBzl) ester protects the serine side chain without interfering with coupling reactions. Its bench-stable nature and compatibility with diverse coupling reagents facilitate efficient assembly of complex peptide sequences and glycopeptide scaffolds.

Synthesis

Route1
- In-stock
  
  1145-80-8
- 100-39-0
- ~95%
- In-stock
  
  21209-51-8
References
- Bhat, Ramakrishna G.; Porhiel, Emmanuel; Saravanan, Vadivelu; Chandrasekaran, Srinivasan Tetrahedron Letters, 2003 , vol. 44, # 28 p. 5251 - 5253
Route2
- 1738-80-3
- 501-53-1
- ~90%
- In-stock
  
  21209-51-8
References
- Itaya; Iida; Shimizu; Mizutani; Morisue; Sugimoto; Tachinaka Chemical and Pharmaceutical Bulletin, 1993 , vol. 41, # 2 p. 252 - 261
Route3
- In-stock
  
  1145-80-8
- ~%
- In-stock
  
  21209-51-8
References
- Journal of the American Chemical Society, , vol. 81, p. 2166,2168

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 88.35
LogP 2.2215
H_Acceptors 5
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Life Science Amino Acids and their Derivatives Serine and derivatives

Life Science Amino Acids and their Derivatives N-protected amino acid

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 Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids C-ProtectedAmino Acids

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

Key Words

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Z-Ser-obzl

CAS No. 21209-51-8

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