(2S,5S)-1-(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine

Name: (2S,5S)-1-(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 915296-01-4
Cat. No. CS-0092681
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2S,5S)-1-(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine|CS-0092681

Structure of 915296-01-4

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Description

This chiral dioxaphosphepin-based pyrrolidine scaffold integrates a sterically defined phosphorus heterocycle with two aryl substituents, enabling precise stereocontrol in asymmetric synthesis. The rigid framework supports high diastereoselectivity in catalytic transformations, particularly in C–C bond formation. Bench-stable and moisture-tolerant, it serves as a robust ligand platform for transition metal catalysis.

Application

(2S,5S)-1-(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine serves as a stereocontrolled chiral ligand scaffold, enabling asymmetric catalysis through well-established phosphorus-based coordination. Its rigid, fused polycyclic architecture imparts exceptional configurational stability and facilitates selective metal binding in transition-metal-catalyzed transformations. The diphenylpyrrolidine moiety enhances steric differentiation and functional group tolerance, making it suitable for reproducible, high-yielding cross-coupling and cyclization protocols in synthetic and medicinal chemistry workflows.

General Information

CAS No. 915296-01-4
Cat. No. CS-0092681
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 C₃₆H₂₈NO₂P
Molecular Weight 537.59
Synonym(s) None
SMILES C12=C(C=CC=C2)C=CC3=[C@]1[C@]4=C(C=CC=C5)C5=CC=C4OP(N6[C@H](C7=CC=CC=C7)CC[C@H]6C8=CC=CC=C8)O3

Computational Chemistry Data

TPSA 29.52
LogP 10.8108
H_Acceptors 3
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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Key Words

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(2S,5S)-1-(11bS)-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-yl-2,5-diphenylpyrrolidine

CAS No. 915296-01-4

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