Boc-NH-O-C1-NHS ester

Name: Boc-NH-O-C1-NHS ester
Brand: ChemScene
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CAS No. 80366-85-4
Cat. No. CS-0118071
Molecule weight288.25
Purity≥95%
MDL No.MFCD18382162

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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+
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Structure of 80366-85-4

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General Information

CAS No. 80366-85-4
Cat. No. CS-0118071
Purity ≥95%
MDL No. MFCD18382162
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₆N₂O₇
Molecular Weight 288.25
Synonym(s) None
SMILES O=C1CCC(N1OC(CONC(OC(C)(C)C)=O)=O)=O

Description

Boc-NH-O-C1-NHS ester delivers a reactive NHS ester group for efficient coupling to primary amines under physiological conditions. The Boc-protected amine ensures stability during storage and handling, while the short C1 linker provides minimal steric hindrance. This reagent enables rapid conjugation in peptide synthesis and bioconjugation workflows.

Application

Boc-NH-O-C1-NHS ester serves as a stable, bench-ready amino acid derivative for peptide coupling and protein modification. The NHS ester moiety enables efficient reaction with primary amines under physiological conditions, while the Boc-protected amine ensures orthogonal functionality in multi-step syntheses. Its C1 linker provides minimal steric hindrance and facilitates purification via standard chromatographic methods. This reagent is particularly valuable in site-specific conjugation and the construction of peptidomimetic scaffolds.

Synthesis

Route1
- In-stock
  
  6066-82-6
- In-stock
  
  42989-85-5
- ~92%
- In-stock
  
  80366-85-4
References
- Deroo, Stephanie; Defrancq, Eric; Moucheron, Cecile; Kirsch-De Mesmaeker, Andree; Dumy, Pascal Tetrahedron Letters, 2003 , vol. 44, # 46 p. 8379 - 8382
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  80366-85-4
References
- Deroo, Stephanie; Defrancq, Eric; Moucheron, Cecile; Kirsch-De Mesmaeker, Andree; Dumy, Pascal Tetrahedron Letters, 2003 , vol. 44, # 46 p. 8379 - 8382

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 111.24
LogP 0.0499
H_Acceptors 7
H_Donors 1
Rotatable_Bonds 4

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Pyrrolidine compounds

Life Science Linker Non-PEG linker

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 Unnatural Amino Acid Derivatives

Key Words

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Boc-NH-O-C1-NHS ester

CAS No. 80366-85-4

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