154483-79-1

Basic information

• Product Name: N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester
• Synonyms: N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester
• CAS NO: 154483-79-1
• Molecular Weight: 415.423
• Mol File: 154483-79-1.mol

Chemical Properties

• CAS DataBase Reference: N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester(154483-79-1)
• EPA Substance Registry System: N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester(154483-79-1)

Safety Data

• Hazardous Substances Data: 154483-79-1(Hazardous Substances Data)

Upstream product

• 762-04-9 Diethyl phosphonate 
• 112766-18-4 methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate 
• 122-52-1 triethyl phosphite 
• 762-04-9 phosphonic acid diethyl ester 
• 4326-36-7 (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester 

Downstream Products

• 107658-38-8 (S)-2-Amino-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid 
• 154483-81-5 N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine 

Relevant articles and documents

Photoinduced transition-metal and external photosensitizer free cross-coupling of aryl triflates with trialkyl phosphites

Photoinduced phosphonation of aryl triflates with trialkyl phosphites via a tandem single-electron-transfer, C-O bond cleavage and Arbuzov rearrangement process in the absence of transition-metal and external photosensitizer is reported herein. The protoc

Preparation of arylphosphonates by palladium(O)-catalyzed cross-coupling in the presence of acetate additives: Synthetic and mechanistic studies

An efficient protocol for the synthesis of arylphosphonate diesters via a palladium-catalyzed cross-coupling of H-phosphonate diesters with aryl electrophiles, promoted by acetate ions, was developed. A significant shortening of the cross-coupling time in the presence of the added acetate ions was achieved for bidentate and monodentate supporting ligands, and for different aryl electrophiles (iodo, bromo and triflate derivatives). The reaction conditions were optimized in terms of amount of the catalyst, supporting ligands, and source of the acetate ion used. Various arylphosphonates, including those of potential biological significance, were synthesized using this newly developed protocol. Some mechanistic aspects of the investigated reactions are also discussed.

New- Nα-Guanidinobenzoyl Derivatives of Hirudin-54-65 Containing Stabilized Carboxyl or Phosphoryl Groups on the Side Chain of Phenylalanine-63

We report on the synthesis and pharmacological properties of a new series of thrombin inhibitors derived from hirudin carboxyl-terminal fragments.Two (arylphosphono)phenylalanines, p-PO3H2-L-Phe1 and m-PO3H2-L-Tyr, and one (carboxymethyl)phenylalanine, p-CH2COOH-L-Phe, were prepared and incorporated into position 63 of the modified hirudin's C-terminal dodecapeptide using the Fmoc solid-phase synthesis strategy.Substitution by any one of the residues led to very active analogs which doubled the thrombin time at low micromolar concentration (Ctt2) in vitro (1 μM 2 3 μM) and potently increased the activated partial thromboplastin time (APTT) ex vivo.These compounds displayed a higher potency in vitro and a longer duration of action in vivo than both the corresponding sulfated or phosphorylated tyrosine counterparts.