98346-35-1

Upstream product

• 3161-51-1 3-(N,N-dibenzylamino)-1-propanol 

Downstream Products

• 1010729-22-2 3-(N,N-dibenzylamino)propylformate 
• 104738-98-9 (2S,5R)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-98-9 (2S,5S)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-98-9 Dibenzyl-[3-((2R,5R)-5-tert-butyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-yl)-propyl]-amine 
• 104738-98-9 (2R,5S)-2-tert-butyl-5-<3-(dibenzylamino)propyl>-2,5-dihydro-3,6-dimethoxypyrazine 
• 104738-91-2 (2R,5S)-2-<3-(dibenzylamino)propyl>-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine 
• 104738-91-2 (2S,5S)-2-<3-(Dibenzylamino)propyl>-2,5-dihydro-5-isopropyl-3,6-dimethoxypyrazine 

Relevant academic research and scientific papers

Niraparib intermediate, preparation method and application thereof, and synthesis method of niraparib

The invention relates to a compound alpha-(3-aminopropyl)-p-bromophenylacetic acid, a preparation method and application thereof, (S)-3-(4-bromophenyl)-piperidine-2-one, a preparation method and application thereof, and synthesis methods of (S)-3-(4-bromophenyl)-piperidine) p-toluenesulfonate, N-Boc-(3S)-(4-bromophenyl)piperidine and niraparib. 4-bromophenylacetate 5 is used as a raw material, a nucleophilic reaction is carried out on the raw material and a nitrogen source reagent 4 under the action of an alkali to generate a compound 6; the compound 6 is subjected to deprotection and hydrolysis to obtain an amino acid compound 7; and the amino acid compound 7 is subjected to chiral column separation or chemical resolution to obtain compounds 8 and 9; and the separated enantiomer 8 can besubjected to racemization and resolution conversion (or chiral column separation) to obtain a compound 9, and the process material cost is greatly reduced. After the compound 9 is obtained, a compound1 can be obtained through conventional condensation reaction ring closing, reduction and BOC loading. Splitting operation is advanced, and the enantiomer 8 is subjected to racemization recovery treatment and is repeatedly applied to different splitting batches to continuously obtain the product 9, so the process material cost is lower.

METHOD FOR PRODUCING POLYALKYLENE GLYCOL DERIVATIVE HAVING AMINO GROUP AT END

A method simply produces a narrowly distributed and high-purity polyalkylene glycol derivative having an amino group at an end without using a heavy metal catalyst. A method for producing a polyalkylene glycol derivative having an amino group at the end by reacting a compound represented by the general formula (V) with an alkylene oxide, then reacting a reaction product with an electrophile represented by the general formula (I), and deprotecting the obtained product without using a heavy metal: [in-line-formulae]RA3O(RA4O)k-1RA4O?M+??(V)[/in-line-formulae]wherein RA3 represents a linear; branched, or cyclic hydrocarbon group having 1 to 20 carbon atoms; RA4 represents an alkylene group having 2 to 8 carbon atoms; k represents an integer of 2 to 5; and M represents an alkali metal; wherein RA1a and RA1b each independently represent a protective group of the amino group, or one of RA1a and RA1b represents H and the other represents a protective group of the amino group, or RA1a and RA1b bind to each other to form a cyclic protective group, and the protective group is deprotectable without using a heavy metal; RA2 represents a linear, branched, or cyclic hydrocarbon group having 1 to 6 carbon atoms; and X represents a leaving group.

Formate ester synthesis via reaction of 2-bromoethylamines with dimethylformamide

2-Bromoethylamines are converted to the corresponding formate esters in the presence of DMF. Both primary and secondary bromides are smoothly transformed to the esters in satisfactory yields. The reaction mechanism involves the formation of an aziridinium ion, which upon reaction with DMF forms a Vilsmeier-type intermediate that is further hydrolyzed to the corresponding formates. Participation of the β-amino group appears to control not only the regioselectivity but also the stereoselectivity of the reaction. Application of the reaction conditions to chiral substrates indicated that non-rearranged products are formed with retention of configuration at the reacting center.

Efficient synthesis of β-amino bromides

β-Aminoalcohols were smoothly converted to β-amino bromides using thionyl bromide and DMF, which were easily isolated without any further purification. Participation by the β-amino group in brominations not only enhanced reaction rates but also promoted stereo- and regioselectivities. (C) 2000 Elsevier Science Ltd.