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210169-40-7

210169-40-7 Structure

210169-40-7 Structure
IdentificationBack Directory
[Name]

(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS
[CAS]

210169-40-7
[Synonyms]

(S)-DTBM-SEGPHOS
(S)-DTBM-SEGPHOS(R)
(S)-DTBM-SEGPHOS(R) >=94%
(S)-(+)-DTBM-SEGPHOS(regR)
(S)-5,5'-Bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4'-bibenzodioxole
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole
(S)-(+)-5,5μ-Bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4μ-bi-1,3-benzodioxole
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98%
Phosphine,[(4S)-[4,4'-bi-1,3-benzodioxole]-5,5'-diyl]bis[bis[3,5-bis(1,1-diMethylethyl)-4-Methoxyphenyl]-
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole, min. 98% (S)-(+)-DTBM-SEGPHOS(R)
[Molecular Formula]

C74H100O8P2
[MDL Number]

MFCD09753003
[MOL File]

210169-40-7.mol
[Molecular Weight]

1179.54
Chemical PropertiesBack Directory
[Melting point ]

126-128°C
[Boiling point ]

987.3±65.0 °C(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

Powder
[color ]

off-white
[CAS DataBase Reference]

210169-40-7
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

3
[HS Code ]

2932.99.7000
Questions And AnswerBack Directory
[Reaction]

  1. Biaryl bisphosphine ligand with narrow dihedral angle. The DTBM SEGPHOS® ligand, as the ruthenium complex, gives superior enantioselectivity and diastereoselectivity through dynamic kinetic resolution in the asymmetric hydrogenation of a-substituted-β-ketoesters useful in the synthesis of carbapenum antibiotics.
  2. With rhodium, preferential enantioselective hydrogenation of more reactive olefin of extended enone structure.
  3. Rhodium catalyzed chemo-, regio, and entantioselective [2 + 2 + 2] cycloaddition of alkynes with isocyanates.
  4. With copper, enantioselective cross Aldol-type reaction of acetonitrile.
  5. With copper, enantioselective vinylsilane alkenylation of aldehydes.
  6. Gold carbene mediated stereoselective cyclopropanation of propargyl esters.
  7. With copper, enantioselective 1,2-reduction of ketones, and 1,4-reduction of a α,β-usaturated esters.
  8. With copper, catalytic enantioselective Mannich-type reaction.
  9. Enantioselective fluorination of b β-keto esters, tert-butoxycarbonyl lactones and lactmes with Sodeoka's Pd-aqua complex and a fluorinating reagent.
  10. Rh-catalyzed intramolecular olefin or carbonyl hydroacylation.
Reactions of 210169-40-7_1
Reactions of 210169-40-7_2
Reactions of 210169-40-7_3
Hazard InformationBack Directory
[Uses]

Catalytic ligand for:
  • Enantioselective synthesis of secondary allylic alcohols via enantioselective reductions of α,β-unsaturated ketones
  • Stereoselective preparation of cyclohexanone derivatives via rhodium-catalyzed rearrangement of allyl or allenic cyclobutanols
  • Cu-catalyzed asymmetric conjugate reduction of beta-substituted unsaturated phosphonates to give optically active beta-stereogenic alkylphosphonates
  • Asymmetric synthesis of cyclohexenones via Rh-catalyzed desymmetrization through enantioselective C-C bond activation and ring expansion of allenyl cyclobutanols
  • Enantioselective synthesis and crystal structure of P-stereogenic alkynylphosphine oxides by Rh-catalyzed [2+2+2] cycloaddition
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS(210169-40-7)1HNMR
(S)-(+)-5,5'-Bis[di(3,5-di-t-butyl-4-methoxyphenyl)phosphino]-4,4'-bi-1,3-benzodioxole,min.98%(S)-DTBM-SEGPHOS(210169-40-7)31PNMR
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