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696064

Sigma-Aldrich

(S)-C3-TunePhos

Synonym(s):

(S)-Bis(diphenylphosphino)-7,8-dihydro-6H-dibenzo[f,h][1,5]dioxonin

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About This Item

Empirical Formula (Hill Notation):
C39H32O2P2
CAS Number:
486429-99-6
Molecular Weight:
594.62
MDL number:
MFCD06658115
UNSPSC Code:
12352005
PubChem Substance ID:
329761796

form

powder

InChI

1S/C39H32O2P2/c1-5-16-30(17-6-1)42(31-18-7-2-8-19-31)36-26-13-24-34-38(36)39-35(41-29-15-28-40-34)25-14-27-37(39)43(32-20-9-3-10-21-32)33-22-11-4-12-23-33/h1-14,16-27H,15,28-29H2

InChI key

GTIXSUJKFAATAE-UHFFFAOYSA-N

Application

Chiral Quest Phosphine Ligands for Asymmetric Hydrogenation

Reactant for:
  • Asymmetric hydrogenation of ketones with TunePhos/diamine/ruthenium complexes
  • Stereoselective preparation of arylalkyl esters via enantioselective hydrogenation of enol acetates

Precatalyst for:
  • Enantioselective iridium-catalyzed carbonyl allylation from alcohol or aldehyde by transfer hydrogenative coupling of allyl acetate

Catalyst for:
  • Enantioselective hydrogenation of a-keto esters to a-hydroxy esters using Ru-tunephos catalysts
Provides comparable or superior enantioselectivities and catalytic abilities to BINAP in Ru-catalyzed asymmetric hydrogenations of β-keto esters, cyclic β-(acylamino)acrylates and a-phthalimide ketones.

Storage Class Code

13 - Non 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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ7965V
MKBJ2917V
14667CJ
13667CJ

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