Cbz-L-Trp-OH

Name: Cbz-L-Trp-OH
Brand: ChemScene
Availability: InStock
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CAS No. 7432-21-5
Cat. No. CS-W011913
Purity≥98%
MDL No.MFCD00065700

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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 7432-21-5

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General Information

CAS No. 7432-21-5
Cat. No. CS-W011913
Purity ≥98%
MDL No. MFCD00065700
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₁₈N₂O₄
Molecular Weight 338.36
Synonym(s) None
SMILES O=C([C@@H](NC(OCC1=CC=CC=C1)=O)CC2=CNC3=CC=CC=C23)O

Description

Cbz-L-Trp-OH is a bench-stable, moisture-tolerant amino acid derivative featuring a carbobenzoxy-protected indole side chain. This reagent integrates seamlessly into peptide synthesis workflows, enabling selective incorporation of tryptophan residues with minimal side reactions.

Application

Cbz-L-Trp-OH serves as a reliable building block for peptide synthesis and heterocyclic chemistry, offering orthogonal protection of both amine and indole functionalities. Its bench-stable carbobenzoxy (Cbz) group facilitates straightforward deprotection under mild hydrogenolysis conditions, while the L-Trp backbone supports efficient coupling reactions with minimal racemization. Widely used in the construction of biologically relevant scaffolds, it enables robust access to tryptophan-containing peptides and natural product analogs.

Synthesis

Route1
- 501-53-1
- In-stock
  
  73-22-3
- ~10%
- In-stock
  
  7432-21-5
References
- Kleijn, Laurens H.J.; Mueskens, Frederike M.; Oppedijk, Sabine F.; De Bruin, Gerjan; Martin, Nathaniel I. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6430 - 6432
Route2
- In-stock
  
  69876-37-5
- ~78%
- In-stock
  
  7432-21-5
References
- Hattori, Kazuyuki; Sajiki, Hironao; Hirota, Kosaku Tetrahedron, 2000 , vol. 56, # 43 p. 8433 - 8441
Route3
- In-stock
  
  13139-17-8
- In-stock
  
  73-22-3
- ~96%
- In-stock
  
  7432-21-5
References
- Raydnov, M. G.; Klimenko, L. V.; Mitin, Yu. V. Russian Journal of Bioorganic Chemistry, 1999 , vol. 25, # 5 p. 283 - 287 Bioorganicheskaya Khimiya, 1999 , vol. 25, # 5 p. 323 - 328

Safety Information

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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 91.42
LogP 3.09
H_Acceptors 3
H_Donors 3
Rotatable_Bonds 6

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Cbz-L-Trp-OH

CAS No. 7432-21-5

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