Key Documents

669490

(1R,4R,8R)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-diene

Name: (1R,4R,8R)-5-Benzyl-2-isobutyl-8-methoxy-1,8-dimethylbicyclo[2.2.2]octa-2,5-diene
Brand: ALDRICH

95%

Synonym(s):

(1R,4R,8R) Carreira DOLEFIN Ligand, (1R,4R,8R)-8-Methoxy-1,8-dimethyl-2-(2-methylpropyl)-5-(phenylmethyl)bicyclo[2.2.2]octa-2,5-diene

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About This Item

Empirical Formula (Hill Notation):

C₂₂H₃₀O

CAS Number:

948594-95-4

Molecular Weight:

310.47

UNSPSC Code:

12352112

PubChem Substance ID:

24885054

MDL number:

MFCD08702680

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Properties

assay

95%

form

liquid

optical activity

[α]20/D +98±5°, c = 0.7 in chloroform

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.5205

functional group

ether, phenyl

SMILES string

CO[C@]1(C)C[C@]2(C)C=C(Cc3ccccc3)[C@H]1C=C2CC(C)C

InChI

1S/C22H30O/c1-16(2)11-19-13-20-18(12-17-9-7-6-8-10-17)14-21(19,3)15-22(20,4)23-5/h6-10,13-14,16,20H,11-12,15H2,1-5H3/t20-,21+,22-/m1/s1

InChI key

ACWLDJOHMGJACE-BHIFYINESA-N

Description

Application

(1R, 4R, 8R) Carreira DOLEFIN Ligand is a chiral diene ligand that can be used in:

The asymmetric Rh-catalyzed arylation of alkenylheterocycles by conjugate additions with various aryl boronic acids.
The enantioselective synthesis of 3,3-diarylpropanals by conjugate addition of aromatic boronic acids to cinnamaldehyde derivatives in the presence of a rhodium catalyst.
The asymmetric synthesis of pyrrolizidinones by rhodium-catalyzed 1,4-addition of aryl boronic acids to pyrrolidine acceptor.

Carreira DOLEFIN Ligands

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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