(2S,3S)-2-benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)yl)-4-(2,6-dimethoxyphenyl)aphosphole

Name: (2S,3S)-2-benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)yl)-4-(2,6-dimethoxyphenyl)aphosphole
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CAS No. 1373432-13-3
Cat. No. CS-0091092
Purity≥97%
MDL No.None

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(2S,3S)-2-benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)yl)-4-(2,6-dimethoxyphenyl)aphosphole|CS-0091092

Structure of 1373432-13-3

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General Information

CAS No. 1373432-13-3
Cat. No. CS-0091092
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₆H₂₉O₃P
Molecular Weight 420.48
Synonym(s) None
SMILES COC1=CC=CC(OC)=C1C2=C([P@](C(C)(C)C)[C@@H](CC3=CC=CC=C3)O4)C4=CC=C2

Description

(2S,3S)-2-Benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)phosphole features a chiral phosphole core with orthogonal functionalization: a benzyl group at C2, a tert-butyl moiety at C3, and a 2,6-dimethoxyphenyl substituent at C4. This configuration imparts enhanced stability and stereochemical integrity, enabling its use in asymmetric synthesis and catalytic applications where controlled steric and electronic environments are critical.

Application

(2S,3S)-2-Benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)phosphole serves as a stable, bench-ready chiral phosphole scaffold enabling stereoselective cross-coupling reactions. Its functional group tolerance and robustness under standard transition-metal catalysis facilitate efficient access to complex phosphorus-containing architectures. The tert-butyl and benzyl substituents enhance solubility and stability, while the 2,6-dimethoxyphenyl group provides electronic modulation and compatibility with Pd-catalyzed transformations. This compound functions as a versatile building block in the synthesis of bioactive heterocycles and ligands for asymmetric catalysis.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 27.69
LogP 6.2377
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 5

Key Words

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(2S,3S)-2-benzyl-3-(tert-butyl)-4-(2,6-dimethoxyphenyl)yl)-4-(2,6-dimethoxyphenyl)aphosphole

CAS No. 1373432-13-3

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