6069-38-1

Usage

Type of compound

Organophosphorus compound

Structural feature

Contains a diazaphospholidine ring

Usage

a. Organic synthesis
b. Catalysis as a chiral ligand for transition metal complexes

Potential applications

a. Medicinal chemistry
b. Building block for the synthesis of other biologically active compounds

Handling requirements

Careful handling and specialized knowledge due to complex structure and potential reactivity

InChI:InChI=1/C6H16N3P/c1-7(2)10-8(3)5-6-9(10)4/h5-6H2,1-4H3

Upstream product

• 6069-36-9 2-chloro-1,3-dimethyl-1,3,2-diazaphospholidine 
• 124-40-3 dimethyl amine 
• 110-70-3 N,N`-dimethylethylenediamine 
• 1608-26-0 Hexamethylphosphorous triamide 

Downstream Products

• 7137-86-2 2-methoxy-1,3-dimethyl-1,3,2-diazaphospholane 
• 20303-02-0 5-dimethylamino-6,9-dimethyl-2r,3t-diphenyl-2,3c-bis-trifluoromethyl-1,4-dioxa-6,9-diaza-5λ⁵-phospha-spiro[4.4]nonane 
• 7137-89-5 5-dimethylamino-6,9-dimethyl-2,3-diphenyl-1,4-dioxa-6,9-diaza-5λ⁵-phospha-spiro[4.4]non-2-ene 
• 56642-17-2 5-dimethylamino-2,6,9-trimethyl-3-phenyl-1,4-dioxa-6,9-diaza-5λ⁵-phospha-spiro[4.4]non-2-ene 
• 56642-25-2 8-acetyl-5-dimethylamino-1,4,7-trimethyl-9-phenyl-6-oxa-1,4-diaza-5λ⁵-phospha-spiro[4.4]non-7-ene 
• 869740-12-5 (E)-N-(2-but-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide 
• 699023-40-0 N-[1,3-dimethyl-2-(1-methyl-allyloxy)-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methyl-benzenesulfonamide 
• 699023-41-1 N-[2-(cyclohex-2-enyloxy)-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methyl-benzenesulfonamide 
• 869740-13-6 (Z)-N-(2-but-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide 
• 699023-38-6 (Z)-N-[1,3-dimethyl-2-(pent-2-enyloxy)-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methylbenzenesulfonamide 
• 699023-37-5 (E)-N-[1,3-dimethyl-2-(pent-2-enyloxy)-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methylbenzenesulfonamide 
• 869740-09-0 (Z)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide 
• 869740-08-9 (E)-N-(2-hex-2-enyloxy-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene)-4-methyl-benzenesulfonamide 
• 699023-42-2 (E)-N-[2-(1-ethyl-but-2-enyloxy)-1,3-dimethyl-2λ⁵-[1,3,2]diazaphospholidin-2-ylidene]-4-methyl-benzenesulfonamide 

Relevant academic research and scientific papers

Complete multinuclear magnetic resonance analysis of heterophospholanes and their sulfur, selenium and borane adducts

1H, 11B, 13C, 15N, 31P and 77Se NMR spectra were obtained for 1,3-(dioxa, oxaza or diaza)-2-phospholanes and their sulfur, selenium and borane adducts. The relative sign of the 3J(1H, 31P)/2/(13C, 31P) coupling constants was found to be positive in the sulfur and selenium adducts for the methylene and methyl groups. Conversely, for the compound with a phosphorus lone pair and in the borane adducts this sign changes for the methylene groups. It was shown that the 31P NMR spectra recorded by the CPMG or INEPT-HEED pulse sequences can be used for observation of the 15N-31P coupling constants. In all the investigated compounds the spin-lattice relaxation of 31P is controlled by the spin-rotation mechanism. The dipole-dipole 31P-11B interactions can provide less than 20% of the relaxation rate in compounds containing the BH3 group. The transverse 31P relaxation is dominated by the scalar contribution. Copyright

EFFICIENT OLEFINATION WITH α-ALKYL CYCLIC PHOSPHONAMIDES

A variety of acyclic and cyclic aldehydes and ketones can be converted into the corresponding alkylidene, benzylidene and methoxycarbonyl alkylidene derivatives by treatment with 1,3,2-diazaphospholidine-2-alkyl-1,3-dimethyl 2-oxides (α-alkyl cyclic phosphonamides) under mild conditions.This olefination method is particularly useful in the case of enolizable carbonyl compounds.