142348-55-8

Basic information

• Product Name: (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID
• Synonyms: (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID;N-Boc-(4-diethylphosphonoMethyl)-L-phenylalanine
• CAS NO: 142348-55-8
• Molecular Formula: C₁₉H₃₀NO₇P
• Molecular Weight: 415.42
• Mol File: 142348-55-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID(142348-55-8)
• EPA Substance Registry System: (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID(142348-55-8)

Safety Data

• Hazardous Substances Data: 142348-55-8(Hazardous Substances Data)

Usage

Description

(S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID is a complex organic molecule with multiple functional groups, including a tert-butoxycarbonyl (Boc) group, an amino group, and a phosphoramidate group. It has a chiral center with the (S) configuration and features a propionic acid backbone attached to a phenyl group. (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID is commonly utilized in organic synthesis and pharmaceutical research and development.

Uses

Used in Organic Synthesis:
(S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID is used as a protecting group for amines in organic synthesis. The Boc group serves to protect the amino group from unwanted reactions, allowing for selective reactions to occur at other sites on the molecule.
Used in Pharmaceutical Research and Development:
In the pharmaceutical industry, (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID is used for the development of new drugs. Its unique structure and functional groups make it a valuable component in the design and synthesis of potential therapeutic agents. (S)-2-TERT-BUTOXYCARBONYLAMINO-3-[4-(DIETHOXY-PHOSPHORYLMETHYL)-PHENYL]-PROPIONIC ACID's versatility allows it to be incorporated into various drug candidates, targeting a range of diseases and conditions.

Upstream product

• 142348-47-8 ethyl (N-tert-butyloxycarbonyl)-(4-diethylphosphonomethyl)-D,L-phenylalaninate 
• 213127-96-9 diethyl [(4-{(2S)-2-[(tert-butoxycarbonyl)amino]-3-hydroxypropyl}phenyl)methyl]phosphonate 
• 3762-25-2 diethyl 4-methylbenzylphosphonate 
• 108228-81-5 4-(diethoxyphosphorylmethyl)-1-bromomethyl-phenyl 
• 213127-70-9 diethyl {4-[3-hydroxy-2-(hydroxymethyl)propyl]phenyl}methylphosphonate 
• 213127-66-3 dimethyl 2-[(4-diethoxyphosphorylmethyl)benzyl]malonate 
• 213127-80-1 (2R)-2-[4-(diethoxyphosphorylmethyl)benzyl]-3-hydroxypropyl acetate 
• 213127-90-3 (2S)-3-acetoxy-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propanoic acid 
• 213127-76-5 3-acetoxy-2-{4-[(diethoxyphosphoryl)methyl]benzyl}propyl acetate 
• 213127-94-7 (2S)-2-[(tert-butoxycarbonyl)amino]-3-{4-[(diethoxyphosphoryl)methyl]phenyl}propyl acetate 
• 213127-92-5 (2S)-2-{[(benzyloxy)carbonyl]amino}-3-{4-[(diethoxyphosphoryl)methyl]phenyl}propyl acetate 
• 623-24-5 1,4-bis(bromomethyl)benzene 
• 24424-99-5 di-tert-butyl dicarbonate 
• 142348-46-7 ethyl 4-(diethylphosphonomethyl)-D,L-phenylalaninate 

Downstream Products

• 142434-81-9 Phosphonomethyltyrosine 
• 142348-59-2 4-(diethylphosphonomethyl)-L-phenylalanine trifluoroacetate 

Relevant articles and documents

Enzymatic desymmetrization of prochiral 2-benzyl-1,3-propanediol derivatives: A practical chemoenzymatic synthesis of novel phosphorylated tyrosine analogues

(Phosphonomethyl)phenylalanine (Pmp) and (phosphonodifluoromethyl)phenylalanine (F2Pmp) as well as their β-amino acid congeners were prepared as a protecting variant amenable to the peptide synthesis from readily available 2-benzyl-1,3-propandiols possessing either a diethylphosphonomethyl- or diethylphosphonodifluoromethyl functionality at the para-position via the lipase-catalyzed desymmetrization.