(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE

Reaction

Product Name: (3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE
CAS No.: 213843-90-4
Chemical Name: (3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE
Synonyms: (R,R)-TADDOL-PNMe2;(3aR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TET&;(3AR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxapho;(3AR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosph;(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphe;(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepi;(3aR,8aR)-Tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine;1,3-Dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine, tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-, (3aR,8aR)-;(3aR,8aR)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine
CBNumber: CB7103928
Molecular Formula: C33H34NO4P
Formula Weight: 539.6
MOL File: 213843-90-4.mol

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(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE Property

Melting point:: 218-221 °C
alpha: -159° (c 1.66, CHCl3)
Boiling point:: 569.8±50.0 °C(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
form: Powder
pka: 2.44±0.70(Predicted)
color: white
Sensitive: moisture sensitive

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 665460
Product name: (3aR,8aR)-(?)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine
Purity: 96%
Packaging: 100mg
Price: $151
Updated: 2024/03/01

Sigma-Aldrich

Product number: 665460
Product name: (3aR,8aR)-(?)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine
Purity: 96%
Packaging: 500mg
Price: $198
Updated: 2024/03/01

Strem Chemicals

Product number: 15-1505
Product name: (3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98%
Packaging: 100mg
Price: $127
Updated: 2024/03/01

Strem Chemicals

Product number: 15-1505
Product name: (3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98%
Packaging: 500mg
Price: $507
Updated: 2024/03/01

Strem Chemicals

Product number: 15-5130
Product name: (11aR)-(+)-10,11,12,13-Tetrahydro-5-(1,1-dimethylethyl)diindeno[7,1-de,1',7'-fg)[1.3.2] dioxaphosphocin, 97% (R)-FuP-tBu
Packaging: 25mg
Price: $83
Updated: 2024/03/01

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(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE Chemical Properties,Usage,Production

Reaction

Monodendate ligand for the enantioselective intramolecular reaction of prochiral cyclohexadienones.
Ligand use in the palladium-catalyzed, enantioselective diboration of allenes.
Enantioselective Rh-catalyzed [2+2+2] cycloaddition of alkynes and isocyanates.
Palladium-catalyzed enantioselective C-H arylation.
Palladium-catalyzed dynamic kinetic cross-coupling.
Palladium-catalyzed enantioselective C-H arylation.

Uses

DSM MonoPhos Family of Highly Efficient Privileged Ligands

(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE Suppliers

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213843-90-4, (3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINERelated Search:

(3aS,8aR)-2-(6-Methylpyridin-2-yl)-8,8a-dihydro-3aH-indeno[1,2-d]oxazole (-)-2,2'-METHYLENEBIS[(3AS,8AR)-3A,8A-DIHYDRO-8H-INDENO[1,2-D]OXAZOLE] 8H-Indeno[1,2-d]oxazole, 3a,8a-dihydro-2-(6-methyl-2-pyridinyl)-, (3aR,8aS)- (3aS,3'aS,8aR,8'a'R)-2,2'-cyclopropylidenebis[3a,8a-dihydro-8H-Indeno[1,2-d]oxazole (3aR,8aR)-(-)-4,4,8,8-Tetrakis (3,5-di-i-propylphenyl)tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo[4,5-e]dioxaphosphepin (3aR,8aR)-(-)-4,4,8,8-Tetrakis(3,5-diethylphenyl) tetrahydro-2,2-diMethyl-6-phenyl-1,3-dioxolo [4,5-e]dioxaphosphepin PHENYLETHYL ACETAL (-)-Taddol DIBENZYL N,N-DIMETHYLPHOSPHORAMIDITE (3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE

(3AR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TETRAPHENYL-TETRAHYDRO-[1,3]DIOXOLO[4,5-E][1,3,2]DIOXAPHOSPHEPIN-6-YL)DIMETHYLAMINE

(3aR,8AR)-(-)-(2,2-DIMETHYL-4,4,8,8-TET&

(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine,min.98%

(3aR,8aR)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine

(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98%

(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-<br />e][1,3,2]dioxaphosphepin-6-yl)dimethylamine, min. 98%

(3AR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosph

(11aR)-(+)-10,11,12,13-Tetrahydro-5-(1,1-diMethylethyl)diindeno[7,1-de,1',7'-fg)[1.3.2] dioxaphosphocin, 97% (R)-FuP-tBu

(3aR,8aR)-Tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-1,3-dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine 96%

(3aR,8aR)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro- [1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6- yl)dimethylamine (3aR,8aR)-(2,2-

(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine

(3AR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxapho

(3aR,8aR)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro- [1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6- yl)dimethylamine,99%e.e.

(3aR,8aR)-(-)-(2,2-Dimethyl-4,4,8,8-tetraphenyl-tetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-yl)dimethylamine,98%

1,3-Dioxolo[4,5-e][1,3,2]dioxaphosphepin-6-amine, tetrahydro-N,N,2,2-tetramethyl-4,4,8,8-tetraphenyl-, (3aR,8aR)-

(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphe

(R,R)-TADDOL-PNMe2

(3aR,8aR)-N,N,2,2-Tetramethyl-4,4,8,8-tetraphenyltetrahydro-[1,3]dioxolo[4,5-e][1,3,2]dioxaphosphepi

213843-90-4

C33H34NO4P

C21H23O2P

Asymmetric Synthesis

Chiral Catalysts, Ligands, and Reagents

Privileged Ligands

DSM MonoPhos Phosphoramidites

Phosphoramidite

Chiral Catalysts, Ligands, and Reagents

DSM MonoPhos Phosphoramidites

Privileged Ligands and Complexes

TADDOL Phos

Chiral Phosphine

CPN