(2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate

Name: (2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate
Brand: ChemScene
Availability: InStock
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CAS No. 71607-31-3
Cat. No. CS-0015076
Purity≥98%
MDL No.MFCD00149567

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(2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate|CS-0015076

Structure of 71607-31-3

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General Information

CAS No. 71607-31-3
Cat. No. CS-0015076
Purity ≥98%
MDL No. MFCD00149567
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₀O₉
Molecular Weight 404.37
Synonym(s) Di-p-toluoyl-D-tartaric acid monohydrate
SMILES O=C(O)[C@@H](OC(C1=CC=C(C)C=C1)=O)[C@H](OC(C2=CC=C(C)C=C2)=O)C(O)=O.O

Description

This hydrate features a chiral succinic acid core with two (4-methylbenzoyl) ester groups, offering enhanced solubility and stability under standard conditions. The stereochemistry at the 2S,3S positions enables predictable reactivity in asymmetric synthesis, particularly useful for constructing complex molecular architectures in medicinal chemistry and materials science applications.

Application

(2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its well-defined stereochemistry and orthogonal ester functionality. The molecule exhibits bench stability, facilitates clean deprotection under mild conditions, and supports efficient coupling reactions with diverse nucleophiles. Its structure provides a reliable scaffold for constructing complex molecular architectures in medicinal chemistry and natural product synthesis.

Safety Information

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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 158.7
LogP 1.39894
H_Acceptors 6
H_Donors 2
Rotatable_Bonds 7

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(2S,3S)-2,3-Bis((4-methylbenzoyl)oxy)succinic acid hydrate

CAS No. 71607-31-3

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