(2R,3R)-Diethyl 2,3-dihydroxysuccinate

Name: (2R,3R)-Diethyl 2,3-dihydroxysuccinate
Brand: ChemScene
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CAS No. 87-91-2
Cat. No. CS-W020571
Purity≥98%
MDL No.MFCD00009143

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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(2R,3R)-Diethyl 2,3-dihydroxysuccinate|CS-W020571

Structure of 87-91-2

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General Information

CAS No. 87-91-2
Cat. No. CS-W020571
Purity ≥98%
MDL No. MFCD00009143
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₄O₆
Molecular Weight 206.19
Synonym(s) Diethyl tartrate
SMILES O=C(OCC)[C@H](O)[C@@H](O)C(OCC)=O

Description

Made from natural tartaric acid(+)-Diethyl L-tartrate can be used in the synthesis of biologically active compounds such as (+)-altholactone, (-)-aspicilin, (+)-monomorine I and (+)-(1R,2R,3S,6S)-3,6-di-O-methyl conduritol-E.

Application

(2R,3R)-Diethyl 2,3-dihydroxysuccinate serves as a stereochemically defined chiral building block for the synthesis of dihydroxy-containing scaffolds. Its well-defined (2R,3R) configuration enables stereoselective transformations in natural product and pharmaceutical synthesis. The molecule exhibits bench stability, facilitates efficient purification, and functions as a versatile precursor in asymmetric synthesis due to its tolerance of diverse functional groups and compatibility with standard protecting group strategies.

Synthesis

Route1
- 64-17-5
- 87-69-4
- ~97%
- In-stock
  
  87-91-2
References
- Chavan, Subhash P.; Harale, Kishor R.; Pawar, Kailash P. Tetrahedron Letters, 2013 , vol. 54, # 36 p. 4851 - 4853
Route2
- 57968-71-5
- ~%
- In-stock
  
  13811-71-7
- In-stock
  
  87-91-2
References
- US2010/286425 A1, ; Page/Page column 11-12 ;
Route3
- 64-17-5
- 87-69-4
- In-stock
  
  81-23-2
- ~%
- In-stock
  
  87-91-2
- 52718-49-7
References
- US2005/113352 A1, ; Page/Page column 1; 6 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-H319
Precautionary Statements : P210-P264-P280-P305+P351+P338-P370+P378-P403-P501

Quality Control

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Computational Chemistry Data

TPSA 93.06
LogP -1.1656
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 5

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Building Blocks Skeleton Fatty chain compounds

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Ester

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Chiral compounds Chiral Resolution Reagent

Catalysis Asymmetric Synthesis Chiral Catalysts, Chiral Ligands, Chiral Reagents Epoxidation

Key Words

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(2R,3R)-Diethyl 2,3-dihydroxysuccinate

CAS No. 87-91-2

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