(S)-1-(3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl)-2,5-diphenyl-1H-pyrrole

Name: (S)-1-(3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl)-2,5-diphenyl-1H-pyrrole
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CAS No. 1683581-58-9
Cat. No. CS-0088642
Purity≥97%
MDL No.MFCD31707610

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(S)-1-(3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl)-2,5-diphenyl-1H-pyrrole|CS-0088642

Structure of 1683581-58-9

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Description

This chiral phospholane incorporates a sterically shielded tert-butyl group and a diphenylpyrrole scaffold, delivering enhanced stability and defined stereochemical control. The electron-rich pyrrole moiety pairs with the phosphorus heterocycle to enable selective coordination in asymmetric catalysis, particularly in transition-metal-mediated transformations requiring robust ligand frameworks under standard bench conditions.

Application

(S)-1-(3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl)-2,5-diphenyl-1H-pyrrole serves as a versatile chiral phosphorus-containing building block for the synthesis of functionalized heterocycles. Its stability under standard reaction conditions and compatibility with diverse functional groups facilitate efficient access to complex scaffolds in medicinal chemistry. The tert-butyl substituent enhances steric protection and solubility, while the pyrrole core enables further derivatization via electrophilic substitution or transition-metal-catalyzed coupling. This compound functions as a key intermediate in asymmetric synthesis and catalytic systems requiring defined stereochemistry and phosphorus functionality.

General Information

CAS No. 1683581-58-9
Cat. No. CS-0088642
Purity ≥97%
MDL No. MFCD31707610
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₇H₂₆NOP
Molecular Weight 411.48
Synonym(s) (S)-3-(tert-butyl)-4-(2,5-diphenylcyclopenta-2,4-dien-1-yl)-2,3-dihydrobenzo[d][1,3]oxaphosphole
SMILES CC(C)(C)[P@]1C2=C(N3C(C4=CC=CC=C4)=CC=C3C5=CC=CC=C5)C=CC=C2OC1

Computational Chemistry Data

TPSA 14.16
LogP 7.0669
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

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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(S)-1-(3-(tert-butyl)-2,3-dihydrobenzo[d][1,3]oxaphosphol-4-yl)-2,5-diphenyl-1H-pyrrole

CAS No. 1683581-58-9

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