Key Documents

698385

1,2-Bis[(2S,5S)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate

Name: 1,2-Bis[(2<I>S</I>,5<I>S</I>)-2,5-diethylphospholano]benzene(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate
Brand: ALDRICH

Synonym(s):

(S,S)-Et-DUPHOS-Rh

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About This Item

Empirical Formula (Hill Notation):

C₃₀H₄₈BF₄P₂Rh

CAS Number:

213343-64-7

Molecular Weight:

660.36

UNSPSC Code:

12352005

PubChem Substance ID:

329761249

NACRES:

NA.22

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Properties

form

powder

Quality Level

100

functional group

phosphine

SMILES string

[Rh+].F[B-](F)(F)F.C1CC=CCCC=C1.CC[C@H]2CC[C@H](CC)P2c3ccccc3P4[C@@H](CC)CC[C@@H]4CC

InChI

1S/C22H36P2.C8H12.BF4.Rh/c1-5-17-13-14-18(6-2)23(17)21-11-9-10-12-22(21)24-19(7-3)15-16-20(24)8-4;1-2-4-6-8-7-5-3-1;2-1(3,4)5;/h9-12,17-20H,5-8,13-16H2,1-4H3;1-2,7-8H,3-6H2;;/q;;-1;+1/b;2-1-,8-7-;;/t17-,18-,19-,20-;;;/m0.../s1

InChI key

DSYBEQKPSKLNMC-ZCTOJWETSA-N

Description

Application

DuPhos and BPE Ligands: Highly Efficient Privileged Ligands

Catalyst for:

Preparation of a key unit B precursor of cryptophycins via Horner-Wadsworth-Emmons reaction and asymmetric hydrogenation
Preparation of constrained phenylalanine analogs via Heck reaction followed by asymmetric hydrogenation and cyclization steps
Enantioselective preparation of N-benzyloxy-β-amino acid Me esters by hydrogenation of α-(benzyloxyaminomethyl)acrylate stereoisomers
Preparation of fluoro amino acids as synthons for potent macrocyclic HCV NS3 protease inhibitors
Stereoselective preparation of triply isotope-labeled Ser, Cys, and Ala
Preparation of β-amino acids from asymmetric hydrogenation of α-(aminomethyl)acrylates
Asymmetric hydrogenation of a-primary and secondary amino ketones and asymmetric synthesis of (-)-arbutamine and (-)-denopamine

Legal Information

Sold in collaboration with Kanata Chemical Technologies Inc. for research purposes only. These compounds were made and sold under license from E.I. du Pont de Nemours and Company, which license does not include the right to use the compounds in producing products for sale in the pharmaceutical field.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Global Trade Item Number

SKU	GTIN
698385-250MG	04061832794044
698385-50MG	04061832625522