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

Name: (2S,2'S,3S,3'S)-Ph-BIBOP
Brand: ChemScene
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CAS No. 1202033-21-3
Cat. No. CS-0088376
Purity≥97%
MDL No.MFCD31707602

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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 1202033-21-3

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General Information

CAS No. 1202033-21-3
Cat. No. CS-0088376
Purity ≥97%
MDL No. MFCD31707602
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₄H₃₆O₂P₂
Molecular Weight 538.60
Synonym(s) (2S,2'S,3S,3'S)-3,3'-di-tert-butyl-4,4'-diphenyl-2,2',3,3'-tetrahydro-2,2'-bibenzo[d][1,3]oxaphosphole
SMILES [H][C@@]1([P@](C(C)(C)C)C(C(C2=CC=CC=C2)=CC=C3)=C3O1)[C@]4([H])[P@@](C(C)(C)C)C5=C(C6=CC=CC=C6)C=CC=C5O4

Description

(2S,2'S,3S,3'S)-Ph-BIBOP is a chiral bisphosphine ligand featuring four stereocenters and a phenyl-substituted backbone. This configuration delivers high enantioselectivity in asymmetric catalysis, particularly in palladium-catalyzed cross-coupling reactions. The ligand exhibits excellent thermal stability and facilitates efficient catalyst turnover under mild reaction conditions.

Application

(2S,2'S,3S,3'S)-Ph-BIBOP serves as a chiral bisphosphine ligand enabling highly enantioselective transition-metal-catalyzed reactions, particularly in palladium- and nickel-catalyzed cross-couplings. Its rigid, C₂-symmetric architecture enhances stereocontrol, while the phenyl-substituted backbone provides robust bench stability and compatibility with diverse functional groups. This ligand facilitates efficient coupling of aryl halides and pseudohalides under mild conditions, making it a practical choice for synthesizing complex chiral intermediates in pharmaceutical and agrochemical R&D.

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 18.46
LogP 8.9692
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 3

Key Words

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

CAS No. 1202033-21-3

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