Reaction
ChemicalBook > CAS DataBase List > (S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE

(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE

Reaction
Product Name
(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE
CAS No.
389130-06-7
Chemical Name
(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE
Synonyms
MonoPhos Ligand;3,4-a']dinaphthalen-4-;3,4-a']dinaphthalen-4-yl)dimethylamine,99%;3,4-a']dinaphthalen-4-yl)dimethylamine,97%;3,4-a']dinaphthalen-4-yl)dimethylamine,98%;(S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phospha-cyclohepta[2,1-a;(S)-(+)-N,N-Dimethyl(8,9,10,11,12,13,14,15-Octahydro-3,5-Dioxa-4-Phospha-Cyclohe;(S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1',2'-f][1,3,2]dioxaphosphepi;(S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4;(S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1,2-f][1,3,2]dioxaphosphepin-4-amin
CBNumber
CB4450993
Molecular Formula
C22H26NO2P
Formula Weight
367.42
MOL File
389130-06-7.mol
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(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE Property

Melting point:
112-113°C
alpha 
+318° (c 0.63, THF)
Boiling point:
523.3±60.0 °C(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
pka
2.15±0.20(Predicted)
form 
Powder
color 
white
optical activity
[α]22/D 282.0°, c = 1 in chloroform
Sensitive 
moisture sensitive, store cold
CAS DataBase Reference
389130-06-7
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Safety

Risk Statements 
36/37/38
Safety Statements 
26-36/37/39
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
685569
Product name
(11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine
Packaging
100mg
Price
$54
Updated
2024/03/01
Sigma-Aldrich
Product number
685569
Product name
(11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine
Packaging
500mg
Price
$438
Updated
2023/01/07
Strem Chemicals
Product number
15-3495
Product name
(S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phospha-cyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)dimethylamine, 99%
Packaging
100mg
Price
$120
Updated
2024/03/01
Strem Chemicals
Product number
15-3495
Product name
(S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phospha-cyclohepta[2,1-a:3,4-a']dinaphthalen-4-yl)dimethylamine, 99%
Packaging
500mg
Price
$432
Updated
2023/06/20
TRC
Product number
D481288
Product name
(11bS)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine
Packaging
10mg
Price
$45
Updated
2021/12/16
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(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE Chemical Properties,Usage,Production

Reaction

A ligand for enantioselective hydrogenation of prochiral functional olefins.

Uses

(11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-amine is a monodentate phosphoramidite (MonoPhos) chiral ligand that can be used:

  • In the Cu-catalyzed synthesis of chiral 3-(arylbut-1-yn-1-yl)silane derivatives by reacting N-tosylhydrazones with silyl-substituted alkynes via asymmetric insertion.
  • In the Rh-catalyzed asymmetric hydrogenation of R-isopropylcinnamic acid derivative, a key intermediate of renin inhibitor aliskiren.
  • In the Rh-catalyzed conjugate addition of arylboronic acids to lactones, enones, and nitroalkenes.

(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE Suppliers

Alchem Pharmtech,Inc.
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Aladdin Scientific
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Matrix Scientific
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389130-06-7, (S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINERelated Search:


  • (S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE
  • (S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phosphacyclohepta[2.1-a.3.4-a']dinaphthalen-4-yl)dimethylamine
  • (S)-(+)-(8,9,10,11,12,13,14,15-Octahydro-3,5-dioxa-4-phospha-cyclohepta[2,1-a
  • 3,4-a']dinaphthalen-4-yl)dimethylamine,99%
  • (11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1μ,2μ-f][1,3,2]dioxaphosphepin-4-amine
  • (S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4
  • (11bS)-8,9,10,11,12,13,14,15-octahydro-N,N-diMethyl-Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-aMine
  • MonoPhos Ligand
  • (S)-(+)-N,N-Dimethyl(8,9,10,11,12,13,14,15-Octahydro-3,5-Dioxa-4-Phospha-Cyclohe
  • (S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1',2'-f][1,3,2]dioxaphosphepi
  • (11bS)-8,9,10,11,12,13,14,15-Octahydro-N,N-dimethyl-di naphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine,99%e.e.
  • 3,4-a']dinaphthalen-4-yl)dimethylamine,97%
  • (S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A;3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE,99%
  • 3,4-a']dinaphthalen-4-
  • (S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1,2-f][1,3,2]dioxaphosphepin-4-amine
  • Dinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine,8,9,10,11,12,13,14,15-octahydro-N,N-dimethyl-, (11bS)-
  • (S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho-[2,1-d:1,2-f][1,3,2]dioxaphosphepin-4-amin
  • (S)-N,N-Dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine
  • (11bS)-N,N-dimethyl-8,9,10,11,12,13,14,15-octahydrodinaphtho[2,1-d:1',2'-f][1,3,2]dioxaphosphepin-4-amine
  • (S)-(+)-(8,9,10,11,12,13,14,15-OCTAHYDRO-3,5-DIOXA-4-PHOSPHA-CYCLOHEPTA[2,1-A:3,4-A']DINAPHTHALEN-4-YL)DIMETHYLAMINE
  • 3,4-a']dinaphthalen-4-yl)dimethylamine,98%
  • 389130-06-7
  • C22H26NO2P
  • Chiral Phosphine
  • CPN
  • Chiral Catalysts, Ligands, and Reagents
  • DSM MonoPhos Phosphoramidites
  • Privileged Ligands and Complexes