[S(R)]-N-[(R)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide

CAS No. 1616688-59-5
Cat. No. CS-0147157
Purity≥97%
MDL No.None

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[S(R)]-N-[(R)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide|CS-0147157

Structure of 1616688-59-5

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Description

This chiral sulfinamide ligand integrates a diphenylphosphinoaryl moiety with a sterically hindered tert-butyl sulfonamide group, enabling precise stereocontrol in asymmetric catalysis. Its rigid backbone and defined stereogenic center facilitate high enantioselectivity across diverse transition-metal-catalyzed transformations.

Application

[S(R)]-N-[(R)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its well-defined stereochemistry and stable sulfinamide functionality. The diphenylphosphino group enhances coordination capability in transition metal-catalyzed reactions, while the tert-butylsulfinamide moiety facilitates efficient enolate formation and subsequent C–C bond construction. This scaffold exhibits excellent bench stability, predictable stereochemical outcomes, and compatibility with standard purification methods, making it a reliable building block for complex molecular architectures in medicinal chemistry and process development.

General Information

CAS No. 1616688-59-5
Cat. No. CS-0147157
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 C₂₉H₃₀NOPS
Molecular Weight 471.59
Synonym(s) (R)-N-((R)-(2-(diphenylphosphanyl) phenyl)(phenyl)methyl)-2-methylpropane-2-sulfinamide
SMILES O=[S@@](C(C)(C)C)N[C@H](C1=CC=CC=C1)C2=CC=CC=C2P(C3=CC=CC=C3)C4=CC=CC=C4

Computational Chemistry Data

TPSA 29.1
LogP 5.586
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 7

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 : H315-H319-H413
Precautionary Statements : P264-P273-P280-P302+P352-P362+P364-P501

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[S(R)]-N-[(R)-[2-(Diphenylphosphino)phenyl]phenylmethyl]-2-methyl-2-propanesulfinamide

CAS No. 1616688-59-5

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