114873-00-6

Basic information

• Product Name: BOC-L-2-Fluorophe
• Synonyms: BOC-2-FLUORO-L-PHENYLALANINE;BOC-L-2-FLUOROPHE;BOC-L-2-FLUOROPHENYLALANINE;BOC-L-PHE(2-F)-OH;BOC-O-FLUORO-PHE-OH;BOC-PHE(O-F)-OH;BOC-PHE(2-F)-OH;BOC-(S)-2-AMINO-3-(2'-FLUOROPHENYL)PROPANOIC ACID
• CAS NO: 114873-00-6
• Molecular Formula: C₁₄H₁₈FNO₄
• Molecular Weight: 283.3
• EINECS: 220-105-7
• Product Categories: Amino Acids;Phenylalanine analogs and other aromatic alpha amino acids;chiral;Peptide;a-amino
• Mol File: 114873-00-6.mol

Chemical Properties

• Melting Point: 92-96 °C
• Boiling Point: 427.3 °C at 760 mmHg
• Flash Point: 212.2 °C
• Appearance: white to light yellow crystal powder
• Density: 1.1918 (estimate)
• Vapor Pressure: 4.61E-08mmHg at 25°C
• Refractive Index: 1.517
• Storage Temp.: Keep Cold
• PKA: 3.87±0.11(Predicted)
• BRN: 5347990
• CAS DataBase Reference: BOC-L-2-Fluorophe(CAS DataBase Reference)
• NIST Chemistry Reference: BOC-L-2-Fluorophe(114873-00-6)
• EPA Substance Registry System: BOC-L-2-Fluorophe(114873-00-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 114873-00-6(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C14H18FNO4/c1-14(2,3)20-13(19)16-11(12(17)18)8-9-6-4-5-7-10(9)15/h4-7,11H,8H2,1-3H3,(H,16,19)(H,17,18)/t11-/m1/s1

Upstream product

• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 19883-78-4 (S)-2-fluorophenylalanine 
• 24424-99-5 di-tert-butyl dicarbonate 

Downstream Products

• 125218-22-6 (S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-(2-fluoro-phenyl)-propionylamino]-4-methyl-pentanoic acid; hydrochloride 
• 119744-85-3 [(S)-1-Carbamoyl-2-(2-fluoro-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 142995-34-4 Boc-Phe(2-F)-NMeBzl 
• 603137-50-4 C₃₃H₄₅FN₆O₇S₂ 
• 603137-76-4 C₄₄H₅₀FN₇O₈S₃ 
• 142995-49-1 (2S,4R)-2-[(S)-1-(Benzyl-methyl-carbamoyl)-2-(2-fluoro-phenyl)-ethylcarbamoyl]-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 119744-80-8 (S)-2-Ethylamino-3-(2-fluoro-phenyl)-propionamide 
• 119745-15-2 ({[(S)-1-Carbamoyl-2-(2-fluoro-phenyl)-ethyl]-ethyl-carbamoyl}-methyl)-carbamic acid tert-butyl ester 
• 119769-42-5 [(S)-1-{(R)-1-[({[(S)-1-Carbamoyl-2-(2-fluoro-phenyl)-ethyl]-ethyl-carbamoyl}-methyl)-carbamoyl]-4-guanidino-butylcarbamoyl}-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

EPOXYSUCCINIC ACID DERIVATIVES

A compound of the general formula: STR1 wherein R 1 represents a carboxyl group which may optionally be esterified or amidated; R 2 represents a cyclic group which may optionally be substituted or a polar group; n is an integer of 0 to 6; R 3 represents hydrogen or a hydrocarbon residue which may optionally be substituted; R 4 represents (1) a hydrocarbon residue which is substituted by an optionally protected amino group or (2) an alkenyl group; or R 3 and R 4 may be combined with the adjacent nitrogen atom to form a heterocyclic group containing at least two hetero atoms, or a salt thereof.The compound or a salt thereof of the present invention inhibits thiol proteases such as cathepsin L and B and serves well as a prophylactic/therapeutic agent for bone diseases such as osteoporosis.

Studies of Neurokinin Antagonists. 4. Synthesis and Structure-Activity Relationships of Novel Dipeptide Substance P Antagonists: N2--L-prolyl>-N-methyl-N-(phenylmethyl)-3-(2-naphthyl)-L-alaninamide and Its Related Compounds

As an extension of our studies on discovering a novel substance P (SP) antagonist, we modified the previously reported dipeptide, N2-2-(1H-indol-3-ylcarbonyl)-L-lysyl>-N-methyl-N-(phenylmethyl)-L-phenylalaninamide (2b).The lysine part in 2b was first optimized to a (2S,4R)-hydroxyproline derivative (3h), which is 2-fold more potent than 2b in SP binding assay using guinea pig lung membranes.Next we modified the 1H-indol-3-ylcarbonyl part in 3h.Introduction of a methyl group at the indole nitrogen enhanced the oral activity, while retaining the binding activity.Finally, we modified the phenylalanine part to culminate in the most potent compound 7k (FK888), which is a potent SP antagonist with NK1 selectivity as well as oral activity.