66498-59-7

Usage

Chemical Properties

clear yellow liquid

Synthesis Reference(s)

Synthetic Communications, 17, p. 1735, 1987 DOI: 10.1080/00397918708063992

InChI:InChI=1/C7H14BrO3P/c1-3-10-12(9,11-4-2)7-5-6-8/h5,7H,3-4,6H2,1-2H3/b7-5+

Upstream product

• 18689-32-2 diethyl (E)-1-propenylphosphonate 
• 41491-42-3 1-diethoxyphosphoryl-1-propen-3-ol 
• 66498-61-1 diethyl (2,3-dibromopropyl)phosphonate 
• 1067-87-4 Diethyl allylphosphonate 

Downstream Products

• 202476-38-8 diethyl 3-(4-methoxybenzoyl)oxy-1(E)-propenylphosphonate 
• 202476-41-3 diethyl (1S,2S)-1,2-dihydroxy-3-(4-methoxybenzoyloxy)propylphosphonate 
• 115579-44-7 oxo-2(oxo-2 cyclohexyl)-3 propylphosphonate de diethyle 
• 119878-91-0 (E)-3-(3-(diethylphosphono)prop-2-en-1-yl)-4-(tert-butoxycarbonyl)-5-phenyl-2H-1,4-oxazin-2-one 

Relevant academic research and scientific papers

Phosphorus-containing aminocarboxylic acids: XII. Synthesis of unsaturated analogs

Methods for synthesis of 2-amino-5-phosphono-4-pentenoic and 2-amino-6-phosphono-4-hexenoic acids are proposed.

Enantioselective synthesis of threo-α,β-dihydroxyphosphonates by asymmetric dihydroxylation of 1(E)-alkenylphosphonates with AD-mix reagents

Asymmetric dihydroxylation (AD) of 1(E)-alkenylphosphonates with an AD- mix-α or -β reagent was examined to give a series of optically active threo-α,β-dihydroxyphosphonates. Good enantioselectivity (>88% ee) was observed in the AD reaction of 1(E)-alkenylphosphonates with conjugated aromatic substituents. The steric effects of the ester functionality in the course of the dihydroxylation were also evaluated. Enantioselectivity and yield were significantly improved when the AD reaction was carded out with dimethyl phosphonate instead of diethyl phosphonate.

DIETHYL 3-BROMOPROPENE PHOSPHONATE AN ALKYLATIVE β-KETO PHOSPHONATE EQUIVALENT

A description of the preparation of diethyl 3-bromopropene phosphonate, 1, is reported.The use of this reagent as an acetone equivalent for the annulation of five-membered rings is described.

STUDIES ON PHOSPHONIC ACID ANTIBIOTICS. II. SYNTHESIS OF 3-(N-ACETYL-N-HYDROXYAMINO)-2(R)-HYDROXYPROPYLPHOSPONIC ACID (FR-33289) AND 3-(N-FORMYL-N-HYDROXYAMINO)-1-TRANS-PROPENYLPHOSPHONIC ACID (FR-32863)

The syntheses of FR-33289 (3), originally isolated from a microorganism, and FR-32863 (6), first designed on the basis of a biogenetic consideration and recently found to be also present in nature, are described.