(S)-Butoxycarbonylamino-cyclopropyl-acetic acid

Name: (S)-Butoxycarbonylamino-cyclopropyl-acetic acid
Brand: ChemScene
Availability: InStock
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CAS No. 155976-13-9
Cat. No. CS-D0074
Purity≥97%
MDL No.MFCD06659132

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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+
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(S)-Butoxycarbonylamino-cyclopropyl-acetic acid|CS-D0074

Structure of 155976-13-9

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General Information

CAS No. 155976-13-9
Cat. No. CS-D0074
Purity ≥97%
MDL No. MFCD06659132
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₇NO₄
Molecular Weight None
Synonym(s) None
SMILES O=C(OC(C)(C)C)N[C@H](C(O)=O)C1CC1

Description

(S)-Butoxycarbonylamino-cyclopropyl-acetic acid features a chiral cyclopropyl scaffold with a protected amino group, enabling direct incorporation into peptide synthesis. This bench-stable derivative facilitates efficient access to constrained bioactive analogs through orthogonal deprotection strategies.

Application

(S)-Butoxycarbonylamino-cyclopropyl-acetic acid serves as a valuable chiral building block for the synthesis of bioactive cyclopropyl-containing peptides and heterocyclic scaffolds. Its stability, orthogonal functionality, and compatibility with standard amine coupling protocols facilitate efficient incorporation into complex molecular architectures. The protected amino group enables sequential functionalization while maintaining stereochemical integrity during peptide elongation or macrocyclization processes.

Synthesis

Route1
- 475586-33-5
- ~67%
- In-stock
  
  155976-13-9
References
- Chen, Young K.; Lurain, Alice E.; Walsh, Patrick J. Journal of the American Chemical Society, 2002 , vol. 124, # 41 p. 12225 - 12231
Route2
- 638207-62-2
- ~44%
- 936097-43-7
- In-stock
  
  155976-13-9
References
- Advanced Synthesis and Catalysis, , vol. 348, # 9 p. 1071 - 1078
Route3
- 936097-37-9
- ~%
- In-stock
  
  155976-13-9
References
- Advanced Synthesis and Catalysis, , vol. 348, # 9 p. 1071 - 1078

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 1.3743
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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(S)-Butoxycarbonylamino-cyclopropyl-acetic acid

CAS No. 155976-13-9

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