Ethyl (S)-(+)-mandelate

Name: Ethyl (S)-(+)-mandelate
Brand: ChemScene
Availability: InStock
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CAS No. 13704-09-1
Cat. No. CS-0143523
Purity≥97%
MDL No.None

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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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Structure of 13704-09-1

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General Information

CAS No. 13704-09-1
Cat. No. CS-0143523
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₂O₃
Molecular Weight 180.20
Synonym(s) L-(+)-Mandelic Acid Ethyl Ester
SMILES CCOC([C@@H](O)C1=CC=CC=C1)=O

Description

Ethyl (S)-(+)-mandelate is a chiral ester featuring a stereodefined α-hydroxy acid moiety, enabling its use in asymmetric synthesis and resolution processes. This bench-stable derivative delivers high enantiomeric purity and integrates seamlessly into catalytic systems requiring defined stereochemistry.

Application

Ethyl (S)-(+)-mandelate serves as a chiral building block for asymmetric synthesis, enabling stereoselective transformations in medicinal chemistry and fine chemical production. Its bench-stable ester functionality offers ease of handling and purification, while the α-hydroxy acid moiety facilitates controlled derivatization and enantioselective functionalization. Widely employed in the construction of bioactive scaffolds, it functions reliably in standard coupling and reduction protocols.

Synthesis

Route1
- 64-17-5
- In-stock
  
  17199-29-0
- ~97%
- In-stock
  
  13704-09-1
References
- Chiesi Farmaceutici S.p.A. Patent: US6344457 B1, 2002 ; Location in patent: Page column 36 ; US 6344457 B1
Route2
- In-stock
  
  17199-29-0
- ~99%
- In-stock
  
  13704-09-1
References
- Ren, Qin; Tsunaba, Kana; Kitamura, Yoshiaki; Nakashima, Remi; Shibada, Aya; Ikeda, Masato; Kitade, Yukio Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 6 p. 1519 - 1522
Route3
- 924-44-7
- In-stock
  
  98-80-6
- ~%
- In-stock
  
  10606-72-1
- In-stock
  
  13704-09-1
References
- Chemical Communications, , vol. 48, # 22 p. 2803 - 2805

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
Precautionary Statements : P264-P270-P330

Quality Control

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Computational Chemistry Data

TPSA 46.53
LogP 1.2831
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Ethyl (S)-(+)-mandelate

CAS No. 13704-09-1

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