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77939

(R)-3,3′-Di-tert-butyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-(bi-2-naphthol) dipotassium salt

Name: (<I>R</I>)-3,3′-Di-<I>tert</I>-butyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-(bi-2-naphthol) dipotassium salt
Brand: ALDRICH

purum, ≥95.0% (dry substance, CHN)

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₆K₂O₂

CAS Number:

350683-75-9

Molecular Weight:

482.78

MDL number:

MFCD03788939

UNSPSC Code:

12352002

PubChem Substance ID:

329768034

grade

purum

Assay

≥95.0% (dry substance, CHN)

form

powder

impurities

<10% water

SMILES string

[K+].[K+].CC(C)(C)c1cc2CCCCc2c(c1[O-])-c3c([O-])c(cc4CCCCc34)C(C)(C)C

InChI

1S/C28H38O2.2K/c1-27(2,3)21-15-17-11-7-9-13-19(17)23(25(21)29)24-20-14-10-8-12-18(20)16-22(26(24)30)28(4,5)6;;/h15-16,29-30H,7-14H2,1-6H3;;/q;2*+1/p-2

InChI key

KUFMCCDFHGQYSN-UHFFFAOYSA-L

Application

Octahydro-BINOL was demonstrated to be an effective ligand in Mo-catalyzed desymmetrization of a triene by asymmetric ring closing metathesis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

A readily available user-friendly chiral catalyst for efficient enantioselective olefin metathesis, used in conjunction with Cat. No. 75287, a molybdenum complex

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Efficient catalytic enantioselective synthesis of unsaturated amines: preparation of small- and medium-ring cyclic amines through mo-catalyzed asymmetric ring-closing metathesis in the absence of solvent.

Sarah J Dolman et al.

Journal of the American Chemical Society, 124(24), 6991-6997 (2002-06-13)

The first catalytic asymmetric ring-closing metathesis method for the synthesis of N-containing heterocycles is reported; this is accomplished through Mo-catalyzed kinetic resolution or desymmetrization of unsaturated amines. Importantly, this catalytic asymmetric method delivers medium-ring unsaturated amines (including eight-membered rings) in

A Readily Available and User-Friendly Chiral Catalyst for Efficient Enantioselective Olefin Metathesis This research was supported by the National Institutes of Health (GM-59426) and the National Science Foundation (CHE-9905806 to A. H. H. and CHE-9988766 to R. R. S.).

Sarah L. Aeilts et al.

Angewandte Chemie (International ed. in English), 40(8), 1452-1456 (2001-04-24)

S.L. Aeilts et al.

Angewandte Chemie (International Edition in English), 113, 1500-1500 (2001)

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