(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR)

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(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) Basic information
Reaction
Product Name:(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR)
Synonyms:(S,S,S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)BIS(1-PHENYLETHYL)AMINE;(S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)BIS[(1S)-1-PHENYLETHYL]AMINE;(S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)bis[(1S)-1-phenylethyl]amine, min. 95%;S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)bis[(1S)-1-phenylethyl]amine,min.95%;3,4-a']dinaphthalen-4-yl)bis[(1S)-1-phenylethyl]amine, min. 95%;3,4-a']dinaphthalen-4-yl)bis[(1S)-1-phenylethyl]amine;(S,S,S)-(+)-(3,5-DIOXA-4-PHOSPHA-CYCLOHE;3,4-a']dinaphthalen-4-yl)bis[(1S)-1-phenylethyl]amine,min.95%
CAS:380230-02-4
MF:C36H30NO2P
MW:539.6
EINECS:
Product Categories:Chiral Phosphine;CPN
Mol File:380230-02-4.mol
(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) Structure
(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) Chemical Properties
Melting point 88-89 °C
alpha +13.1° (c 1.01, CHCl3)
Boiling point 710.7±63.0 °C(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka-0.57±0.20(Predicted)
form Powder
color off-white
Sensitive moisture sensitive
InChIKeyLKZPDRCMCSBQFN-UIOOFZCWSA-N
SMILESO1C2=CC=C3C(=C2C2=C4C(C=CC=C4)=CC=C2OP1N([C@H](C1=CC=CC=C1)C)[C@H](C1=CC=CC=C1)C)C=CC=C3
Safety Information
Risk Statements 36/37/38
Safety Statements 26-36/37/39
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) Usage And Synthesis
Reaction
  1. A ligand for asymmetric conjugate addition of dialkyl zinc reagents to activated olefins.
  2. Iridium-catalyzed regioselective and enantioselective allylation of enamines.
  3. Iridium-catalyzed asymmetric allylation of KSAc. 
Reactions of 380230-02-4
UsesThe product may be used as a ligand in:
  • Iridium-catalyzed allylic etherification of acyclic, achiral allylic carbonates with potassium silanolates to form chiral allylic alcohols.
  • Palladium-catalyzed asymmetric allylic cyclisation of N-tosyl and N-benzyl carbonates to form the corresponding pyrrolidine and piperidine derivatives, respectively.
  • Intramolecular iridium-catalyzed allylic cyclizationof (E)-allylic methyl carbonates to form 2,5-trans/cis pyrrolidine derivatives.
(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) Preparation Products And Raw materials
Tag:(+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR)(380230-02-4) Related Product Information
N N-bis-[(S)-1-phenylethyl]dibenzo[d f][ (+)-N,N-Bis[(1S)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) (+)-N,N-Bis[(1R)-1-phenylethyl]-dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine, (11bR) (+)-N-Benzyl-N-methyl-dinaphtho[2,1-d:1',2']dioxaphosphepin-4-amine, (11bS) (R)-MONOPHOS (S)-(+)-(3,5-Dioxa-4-phospha-cyclohepta[2,1-a