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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE

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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Basic information

Product Name:
(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE
Synonyms:
  • 1,2,3,4,5-Cyclopentanepentayl, compd. with 1-[(1S)-1-[bis(1,1-dim ethylethyl)phosphino]ethyl]-2-(diphenylphosphino)-1,2,3,4,5-cyclo pentanepentayl, iron salt (1:1:1)
  • (2S)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene
  • (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE
  • (S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine,min.97%
  • (s,s)-1-[1-(di-tert-butylphosphino)ethyl]-2-(diphenylphosphino]ferrocene (acc to cas)
  • (S)-(+)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]ETHYLDI-T-BUTYLPHOSPHINE, MIN. 97%
  • (S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine
  • Josiphos SL-J002-2, (2S)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene (acc to CAS)
CAS:
277306-29-3
MF:
C32H40FeP2
MW:
542.45
Product Categories:
  • Ferrocene Series
  • Josiphos Series
  • organophosphine ligand
  • Chiral Phosphine
Mol File:
277306-29-3.mol
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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Chemical Properties

alpha 
+412° ±15° (c 0.5, CHCl3)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
Powder
color 
orange
optical activity
[α]20/D +410±15°, c = 0.5 in chloroform
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
F 
10
HS Code 
29319090
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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Usage And Synthesis

Reaction

  1. Ferrocenylphosphine ligands of the type cpFecp(PR2)(*CH(CH3)PR'2) are a class of asymmetric ligands developed at Solvias in Basel, Switzerland . Ligands of this type are currently used industrially in the stereoselective synthesis of commercial products. A unique feature of these bidentate ligands is the presence of a fixed phosphine moiety and a stereogenic, functionalized side chain, which can be easily modified to accommodate electronic and steric requirements. Based on a versatile synthetic procedure starting with optically active ferrocenes of the type cpFecp(PR2)(*CH(CH3)X) [X = OAc or NR2], a variety of donor atoms can be introduced into the side chain. These ferrocene based phosphine ligands have wide application in the stereoselective hydrogenation of substituted acetamidoacrylates, enol acetates, β-ketoesters and simple alkenes.
  2. Useful as a ligand in Pd-catalyzed C-N bond-forming reactions.
  3. Pd-catalyzed enantioselective alkylative desymmetrization of meso-succinic anhydrides.
  4. Asymmetric hydrogenation of ketones and phosphinylketimines.
  5. Michael addition of Grignard reagents to ",$-unsaturated esters and thioesters.
  6. Boration of ",$-unsaturated esters and nitriles.
  7. Reaction of aryl halides with ammonia.
  8. Cu-catalyzed reduction of activated C=C bonds with PMHS.
  9. Regio- and enantioselective hydroboration of vinyl arenes.
  10. Rh-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes.
  11. 1,2-Migrations in Pd-catalyzed Negishi couplings with JosiPhos ligands.


Chemical Properties

Orange powder

Uses

(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine is β-boration catalyst; used in preparation of Sitagliptin β-Amino-2,4,5-trifluorobenzenebutanoic Acid derivatives intermediates via Grignard exchange reaction, cross coupling, β-boration, oxidation and Amination.

General Description

sold in collaboration with Solvias AG

(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINESupplier

Xinxiang Runyu Material Co., Ltd. Gold
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Zhengzhou Kingorgchem Chemical Technology Co., Ltd.gy Co., Ltd. Gold
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J & K SCIENTIFIC LTD.
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Daicel Chiral Technologies (China)CO.,LTD
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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE(277306-29-3)Related Product Information