(S)-Methyl 4-(1-aminoethyl)benzoate

Name: (S)-Methyl 4-(1-aminoethyl)benzoate
Brand: ChemScene
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CAS No. 222714-37-6
Cat. No. CS-B0176
Purity≥98%
MDL No.MFCD06762070

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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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(S)-Methyl 4-(1-aminoethyl)benzoate|CS-B0176

Structure of 222714-37-6

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General Information

CAS No. 222714-37-6
Cat. No. CS-B0176
Purity ≥98%
MDL No. MFCD06762070
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃NO₂
Molecular Weight 179.22
Synonym(s) Methyl-4-[(1S)-1-aminoethyl]benzoat
SMILES O=C(OC)C1=CC=C([C@H](C)N)C=C1

Description

(S)-Methyl 4-(1-aminoethyl)benzoate is a chiral building block featuring a pendant primary amine and ester functional group. This configuration enables selective coupling in peptide synthesis and asymmetric catalysis, with the benzylic amine offering enhanced reactivity under mild conditions. The molecule exhibits favorable solubility in common organic solvents and stability during standard handling procedures.

Application

(S)-Methyl 4-(1-aminoethyl)benzoate serves as a chiral building block for the synthesis of bioactive molecules, enabling access to enantioselective pharmaceutical intermediates. Its pendant primary amine and ester functionalities support orthogonal transformations, including amidation, alkylation, and coupling reactions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for use in medicinal chemistry campaigns and API precursor development.

Synthesis

Route1
- In-stock
  
  222714-33-2
- ~%
- In-stock
  
  222714-37-6
References
- US6455528 B1, ;
Route2
- 847728-90-9
- ~%
- In-stock
  
  222714-37-6
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 1 p. 484 - 487

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 52.32
LogP 1.4929
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(S)-Methyl 4-(1-aminoethyl)benzoate

CAS No. 222714-37-6

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