Boc-D-Chg-OH

Name: Boc-D-Chg-OH
Brand: ChemScene
Availability: InStock
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CAS No. 70491-05-3
Cat. No. CS-W012548
Purity≥97%
MDL No.MFCD00133629

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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 70491-05-3

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General Information

CAS No. 70491-05-3
Cat. No. CS-W012548
Purity ≥97%
MDL No. MFCD00133629
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₄
Molecular Weight 257.33
Synonym(s) None
SMILES O=C([C@@H](C1CCCCC1)NC(OC(C)(C)C)=O)O

Description

Boc-D-Chg-OH is a protected D-2,3-diaminopropionic acid derivative featuring a tert-butoxycarbonyl group at the α-amino position. This bench-stable reagent facilitates efficient incorporation of D-Chg residues into peptide sequences under standard coupling conditions. The Boc protection enables selective deprotection during synthesis workflows.

Application

Boc-D-Chg-OH serves as a stable, bench-ready building block for the synthesis of D-chloroglycine-containing peptides and heterocyclic scaffolds. Its N-Boc protection ensures compatibility with standard coupling protocols, while the hydroxyl group provides a handle for selective derivatization. The compound exhibits excellent functional group tolerance and facilitates efficient incorporation into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  14328-52-0
- ~89%
- In-stock
  
  70491-05-3
References
- King, Amber M.; Salome, Christophe; Dinsmore, Jason; Salome-Grosjean, Elise; De Ryck, Marc; Kaminski, Rafal; Valade, Anne; Kohn, Harold Journal of Medicinal Chemistry, 2011 , vol. 54, # 13 p. 4815 - 4830
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  70491-05-3
References
- Advanced Synthesis and Catalysis, , vol. 346, # 9-10 p. 1131 - 1140
Route3
- 108-94-1
- ~%
- In-stock
  
  70491-05-3
References
- Advanced Synthesis and Catalysis, , vol. 346, # 9-10 p. 1131 - 1140

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 75.63
LogP 2.5446
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Glycine and derivatives

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

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

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

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

Chemical Biology Peptide Chemistry Amine Protection

Chemical Biology Peptide Chemistry Unnatural Amino Acid Derivatives

Biochemistry Biochemicals and Reagents Amino Acids N-Protected Amino Acids

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Boc-D-Chg-OH

CAS No. 70491-05-3

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