(2S,3S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

Name: (2S,3S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole
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CAS No. 1891002-61-1
Cat. No. CS-0091073
Purity≥97%
MDL No.MFCD32641152

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(2S,3S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole|CS-0091073

Structure of 1891002-61-1

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General Information

CAS No. 1891002-61-1
Cat. No. CS-0091073
Purity ≥97%
MDL No. MFCD32641152
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₈H₂₉OP
Molecular Weight 412.50
Synonym(s) (2S,3S)-4-(9-Anthryl)-2-isopropyl-3-(2-methyl-2-propanyl)-2,3-dihydro-1,3-benzoxaphosphole
SMILES CC(C)[C@@H]1[P@@](C(C)(C)C)C2=C(C3=C(C=CC=C4)C4=CC5=C3C=CC=C5)C=CC=C2O1

Description

This chiral phosphole features a sterically shielded tert-butyl group and an anthracen-9-yl moiety, delivering enhanced stability and defined stereochemistry. The isopropyl substituent improves solubility, while the fused oxaphosphole core enables efficient coordination in asymmetric catalysis. Bench-stable under standard conditions, it integrates readily into transition-metal-mediated transformations.

Application

(2S,3S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole serves as a stereodefined phosphole scaffold with enhanced bench stability and functional group tolerance. Its anthracenyl moiety enables π-extended conjugation for applications in photoreactive or electron-transport materials, while the tert-butyl and isopropyl substituents provide steric shielding and facilitate purification. The molecule functions as a versatile building block in asymmetric synthesis and transition-metal catalysis, particularly in Pd-catalyzed cross-coupling processes requiring stable, chiral phosphorus ligands.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 9.23
LogP 7.9402
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 2

Key Words

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(2S,3S)-4-(Anthracen-9-yl)-3-(tert-butyl)-2-isopropyl-2,3-dihydrobenzo[d][1,3]oxaphosphole

CAS No. 1891002-61-1

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