(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%;(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;(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
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

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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

389130-06-7

C22H26NO2P

Chiral Phosphine

CPN

Chiral Catalysts, Ligands, and Reagents

DSM MonoPhos Phosphoramidites

Privileged Ligands and Complexes