(2S,2'S,3S,3'S)-MeO-BIBOP

Name: (2S,2'S,3S,3'S)-MeO-BIBOP
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CAS No. 1202033-19-9
Cat. No. CS-0088373
Molecule weight446.46
Purity≥97%
MDL No.MFCD31707600

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 1202033-19-9

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General Information

CAS No. 1202033-19-9
Cat. No. CS-0088373
Purity ≥97%
MDL No. MFCD31707600
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₄H₃₂O₄P₂
Molecular Weight 446.46
Synonym(s) (2S,2'S,3S,3'S)-4,4'-Dimethoxy-3,3'-bis(2-methyl-2-propanyl)-2,2',3,3'-tetrahydro-2,2'-bi-1,3-benzoxaphosphole
SMILES [H][C@@]1([P@](C(C)(C)C)C(C(OC)=CC=C2)=C2O1)[C@]3([H])[P@@](C(C)(C)C)C4=C(OC)C=CC=C4O3

Description

(2S,2'S,3S,3'S)-MeO-BIBOP features a chiral bisphosphine architecture with methoxy-substituted aryl groups, delivering enhanced steric bulk and electron-donating character. This configuration enables high enantioselectivity in palladium-catalyzed cross-coupling reactions, particularly in Suzuki-Miyaura transformations. The ligand demonstrates excellent stability under air and moisture, simplifying handling in routine synthetic workflows.

Application

(2S,2'S,3S,3'S)-MeO-BIBOP serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations such as hydrogenation and C–C bond formation. Its robust stereochemical integrity and bench-stable nature facilitate reliable performance in transition metal-catalyzed reactions, particularly with palladium and rhodium complexes. The methoxy-substituted BIBOP framework enhances solubility and functional group tolerance, streamlining purification and process scalability for industrial applications.

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 36.92
LogP 5.6524
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Key Words

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(2S,2'S,3S,3'S)-MeO-BIBOP

CAS No. 1202033-19-9

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