74124-44-0

Basic information

• Product Name: (Benzylamido)phosphorsaeure-dimethylester
• Synonyms: (Benzylamido)phosphorsaeure-dimethylester
• CAS NO: 74124-44-0
• Molecular Weight: 215.189
• Mol File: 74124-44-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: (Benzylamido)phosphorsaeure-dimethylester(CAS DataBase Reference)
• NIST Chemistry Reference: (Benzylamido)phosphorsaeure-dimethylester(74124-44-0)
• EPA Substance Registry System: (Benzylamido)phosphorsaeure-dimethylester(74124-44-0)

Safety Data

• Hazardous Substances Data: 74124-44-0(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 622-79-7 benzyl azide 
• 121-45-9 phosphorous acid trimethyl ester 
• 100-39-0 benzyl bromide 
• 130012-35-0 dimethyl N-benzylphosphoramidothionate 
• 67-56-1 methanol 
• 33985-75-0 phosphoramidic acid, N-(phenylmethyl)-, diphenyl ester 
• 868-85-9 Dimethyl phosphite 
• 100-46-9 benzylamine 
• 96-36-6 methyl phosphite 
• 26773-69-3 N-(phenylmethyl)-2-benzothiazolesulfenamide 

Relevant articles and documents

Two scaffolds from two flips: (α,β)/(β,γ) CH2/NH "met-Im" analogues of dTTP

Novel α,β-CH2 and β,γ-NH (1a) or α,β-NH and β,γ-CH2 (1b) "Met-Im" dTTPs were synthesized via monodemethylation of triethyl-dimethyl phosphorimido-bisphosphonate synthons (4a, 4b), formed via a base-induced [1,3]-rearrangement of precursors (3a, 3b) in a reaction with dimethyl or diethyl phosphochloridate. Anomerization during final bromotrimethylsilane (BTMS) deprotection after Mitsunobu conjugation with dT was avoided by microwave conditions. 1a was 9-fold more potent in inhibiting DNA polymerase β, attributed to an NH-group interaction with R183 in the active site.

Phosphoramidate synthesis via copper-catalysed aerobic oxidative coupling of amines and H-phosphonates

The copper-catalysed oxidative coupling of amines and H-phosphonates to produce phosphoramidates has been achieved using CuI as the catalyst and O 2 (present in air) as the sole oxidant.

Umsetzung von 2-Azidoalkoholen mit Trialkylphosphiten. Bildung von Aziridinen und Amidophosphorsaeureestern via Imidophosphorsaeureester und 1,3,2λ5-Oxazaphospholidine

The 2-azidoalcohols 1 and 2 react with trialkyl phosphites to trialkyl (2-hydroxyalkyl)imidophosphates 10, 14, and 15 respectively, whereas the 2-azidoalcohols 3-7 yield the 2,2,2-trialkoxy-1,3,2λ5-oxazaphospholidines 16-22 under the same reaction conditions (Scheme 2).The dialkyl (2-hydroxyalkyl)amidophosphates 23, 25, and 27-34 are obtained by the reaction of 10, and 14-22 with water (Scheme 3 and 4).By reaction with alcohols, however, both the imidophosphates 10, 14, and 15 and the 1,3,2λ5-oxazaphospholidines 16-22 are transformed to aziridines 24, 26, and 35-38 (S cheme 5).The reactions of the imidophosphates seem to proceed via 1,3,2λ5-oxazaphospholidines.