Methyl benzyl-DL-serinate

Name: Methyl benzyl-DL-serinate
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CAS No. 144001-42-3
Cat. No. CS-W003903
Molecule weightNone
Purity≥95%
MDL No.MFCD18651713

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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 144001-42-3

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General Information

CAS No. 144001-42-3
Cat. No. CS-W003903
Purity ≥95%
MDL No. MFCD18651713
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅NO₃
Molecular Weight None
Synonym(s) Methyl 2-(Benzylamino)-3-Hydroxypropanoate
SMILES O=C(C(CO)NCC1=CC=CC=C1)OC

Description

Methyl benzyl-DL-serinate offers a chiral, bench-stable amino acid derivative with enhanced solubility in organic solvents. This compound integrates a methyl ester and benzyl-protected serine scaffold, enabling direct use in peptide synthesis workflows without pre-activation. The DL-diastereomeric form provides access to diverse stereochemical configurations in modular coupling reactions.

Application

Methyl benzyl-DL-serinate serves as a stable, bench-ready chiral building block for peptide and heterocyclic synthesis. Its dual functionality—ester and amino groups—enables straightforward derivatization via amidation, reduction, or coupling reactions. The benzyl protection group offers orthogonal stability under standard reaction conditions, facilitating selective transformations. This compound functions effectively in asymmetric synthesis workflows, providing access to diverse scaffolds with controlled stereochemistry.

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

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Computational Chemistry Data

TPSA 58.56
LogP 0.3101
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Bioactive Molecules Peptides

Life Science Amino Acids and their Derivatives Serine and derivatives

Chemical Biology Peptide Chemistry Amino Acid Derivatives

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Methyl benzyl-DL-serinate

CAS No. 144001-42-3

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