(Sa,S,S)-SpiroBOX

Name: (Sa,S,S)-SpiroBOX
Brand: ChemScene
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CAS No. 940880-69-3
Cat. No. CS-0035249
Molecule weight510.62
Purity≥98%
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+
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 940880-69-3

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General Information

CAS No. 940880-69-3
Cat. No. CS-0035249
Purity ≥98%
MDL No. None
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₅H₃₀N₂O₂
Molecular Weight 510.62
Synonym(s) (Sa,S,S)-7,7′-bis(4′-phenyloxazol-2-yl)-1,1′-spirobiindane
SMILES C12=CC=CC(C3=N[C@H](C4=CC=CC=C4)CO3)=C1[C@]5(CCC6=C5C(C7=N[C@H](C8=CC=CC=C8)CO7)=CC=C6)CC2

Description

(Sa,S,S)-SpiroBOX is a chiral bis(oxazoline) ligand featuring a spirocyclic architecture that enables precise stereocontrol in asymmetric catalysis. This rigid, electron-rich framework enhances enantioselectivity and stability in transition-metal complexes, particularly for copper- and zinc-mediated reactions. Its three contiguous stereocenters provide a well-defined chiral environment ideal for C–C and C–heteroatom bond formations under mild conditions.

Application

(Sa,S,S)-SpiroBOX serves as a highly effective chiral ligand in asymmetric catalysis, enabling enantioselective transformations through well-documented coordination to transition metals. Its rigid spirocyclic architecture enhances stereocontrol and improves catalyst stability, facilitating high enantiomeric excesses in reactions such as asymmetric allylic alkylation and conjugate addition. The ligand exhibits robust bench stability, ease of handling, and compatibility with diverse substrates, making it a practical choice for scalable synthesis and process development in pharmaceutical and fine chemical 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-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 43.18
LogP 6.9013
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 4

Key Words

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(Sa,S,S)-SpiroBOX

CAS No. 940880-69-3

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