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ChemicalBook > CAS DataBase List > (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE

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

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Product Name
(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE
CAS No.
277306-29-3
Chemical Name
(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE
Synonyms
Dichloro[1,1'-Bis(diphenylphosphino)ferrocene]palladium;(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine;(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE;(S)-(-)-1-[(Rp)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine;(S)-(-)-1-[(Rp)-3-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine;(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine >=97%;(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine,min.97%;(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);(2S)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene
CBNumber
CB4497505
Molecular Formula
C32H40FeP2
Formula Weight
542.45
MOL File
277306-29-3.mol
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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Property

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

Safety Statements 
22-24/25
WGK Germany 
3
10
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
88720
Product name
(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine
Purity
≥97%
Packaging
100mg
Price
$103
Updated
2024/03/01
Sigma-Aldrich
Product number
88720
Product name
(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine
Purity
≥97%
Packaging
1g
Price
$204.8
Updated
2024/03/01
Strem Chemicals
Product number
26-1201
Product name
(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine, min. 97%
Packaging
100mg
Price
$107
Updated
2024/03/01
Strem Chemicals
Product number
26-1201
Product name
(S)-(+)-1-[(R)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine, min. 97%
Packaging
500mg
Price
$375
Updated
2024/03/01
Sigma-Aldrich
Product number
88720
Product name
(S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine
Purity
≥97%
Packaging
500mg
Price
$359
Updated
2024/03/01
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(S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE Chemical Properties,Usage,Production

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.-BUTYLPHOSPHINE Preparation Products And Raw materials

Raw materials

Preparation Products

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

SIGMA-RBI
Tel
--
Fax
--
Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINE manufacturers

XINXIANG RUNYU MATERIAL CO., LTD.
Product
S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine 277306-29-3
Price
US $0.00-0.00/g
Min. Order
1KG
Purity
0.99
Supply Ability
500kg
Release date
2021-12-01
Career Henan Chemical Co
Product
di(naphthalen-1-yl)phosphine oxide 277306-29-3
Price
US $1.00/KG
Min. Order
1G
Purity
98%
Supply Ability
1MT
Release date
2018-08-10

277306-29-3, (S)-1-[(R)-2-(DIPHENYLPHOSPHINO)FERROCENYL]-ETHYLDI-TERT.-BUTYLPHOSPHINERelated Search:


  • 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)
  • (2R)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene
  • (S)-1-[(RP)-2-(Diphenylphosphino)ferrocenyl]ethyldi-tert-butylphosphine >=97%
  • (S)-(-)-1-[(Rp)-2-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine
  • Ferrocene, 1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)-, (2S)-
  • Ferrocene,1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)-, (2S)-(9CI)
  • (S)-(-)-1-[(Rp)-3-(Diphenylphosphino)ferrocenyl]ethyldi-t-butylphosphine
  • (2Rp)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene
  • cyclopenta-2,4-dien-1-yl-[(1S)-3-[(1S)-1-ditert-butylphosphanylethyl]-4-diphenylphosphanyl-cyclopenta-2,4-dien-1-yl]iron
  • (2S)-1-[(1S)-1-[Bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene (ACI)
  • Dichloro[1,1'-Bis(diphenylphosphino)ferrocene]palladium
  • 277306-29-3
  • C27H35P2C5H5Fe
  • Ferrocene Series
  • Josiphos Series
  • Chiral Phosphine
  • organophosphine ligand