46348-61-2

Basic information

• Product Name: 4-phenylbutylphosphonic acid
• Synonyms: 4-phenylbutylphosphonic acid;Fosinopril Related Compound H (25 mg) (4-phenylbutyl phosphonic acid);Fosinopril IMpurity G;4-Phenyl butyl phosphoric acid
• CAS NO: 46348-61-2
• Molecular Formula: C₁₀H₁₅O₃P
• Molecular Weight: 214.198061
• Mol File: 46348-61-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 93℃ (ethyl acetate hexane )
• Appearance: /
• CAS DataBase Reference: 4-phenylbutylphosphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenylbutylphosphonic acid(46348-61-2)
• EPA Substance Registry System: 4-phenylbutylphosphonic acid(46348-61-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 46348-61-2(Hazardous Substances Data)

Usage

Description

4-Phenylbutylphosphonic acid is an organic compound with the molecular formula C10H13O2P. It is characterized by the presence of a phosphonic acid group attached to a phenyl and butyl chain. 4-phenylbutylphosphonic acid is known for its role as an impurity in the synthesis of certain pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
4-Phenylbutylphosphonic acid is used as an impurity in the synthesis of Fosinopril (F727800), which is a phosphinic acid containing angiotensin-converting enzyme (ACE) inhibitor. Fosinopril is widely utilized as an antihypertensive agent, helping to regulate blood pressure and manage hypertension.
The role of 4-Phenylbutylphosphonic acid in the pharmaceutical industry is primarily related to its presence in the synthesis process of Fosinopril. While it is considered an impurity, understanding its properties and effects can be crucial for optimizing the synthesis process and ensuring the quality and efficacy of the final product.

Upstream product

• 36892-90-7 (4-phenyl-buta-1,3-dienyl)-phosphonic acid 
• 768-56-9 4-Phenylbut-1-ene 
• 1515-78-2 buta-1,3-dien-1-ylbenzene 
• 4830-93-7 1-Chloro-4-phenylbutane 
• 344407-83-6 4-Phenylbutylphosphonous acid 
• 20510-29-6 (4-phenylbutyl)phosphonic acid,diethyl ester 

Downstream Products

• 106019-30-1 (4-phenylbutyl)phosphonic acid benzyl ester 
• 106019-38-9 (S)-1-{(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-propionyl}-pyrrolidine-2-carboxylic acid benzyl ester 
• 111223-20-2 4-phenylbutylphosphonyl dichloride 
• 106019-31-2 (4-Phenyl-butyl)-phosphonic acid monobenzyl ester; compound with adamantan-1-ylamine 
• 89537-15-5 (S)-1-[2-[[Hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxopropyl]-L-proline, dilithium salt 
• 106019-39-0 (S)-1-{(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-propionyl}-pyrrolidine-2-carboxylic acid benzyl ester; compound with adamantan-1-ylamine 
• 111223-26-8 ceronapril 
• 126187-84-6 {4-[(S)-2,5-Dioxo-2-(4-phenyl-butyl)-2λ⁵-[1,3,2]dioxaphospholan-4-yl]-butyl}-carbamic acid benzyl ester 
• 111223-28-0 (S)-1-{(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-3-phenyl-propionyl}-pyrrolidine-2-carboxylic acid benzyl ester 
• 111496-54-9 (S)-1-{(R)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-pyrrolidine-2-carboxylic acid benzyl ester 
• 111496-54-9 1-<(S)-2-<oxy>-1-oxo-6-<<(phenylmethoxy)carbonyl>amino>hexyl>-L-proline phenylmethyl ester 
• 111223-30-4 1-[2,2-Dimethyl-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxoethyl]-L-proline benzyl ester 
• 111223-21-3 {4-[(R)-2,5-Dioxo-2-(4-phenyl-butyl)-2λ⁵-[1,3,2]dioxaphospholan-4-yl]-butyl}-carbamic acid benzyl ester 
• 111223-27-9 (S)-1-{(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-2-phenyl-acetyl}-pyrrolidine-2-carboxylic acid benzyl ester 

Relevant articles and documents

Method for preparation of alkyl phosphonyl compound from peroxide

The invention discloses a method for preparation of an alkyl phosphonyl compound from peroxide. The invention adopts an acyl peroxide as the starting material, and the raw material is easily availableand has a great variety. The product obtained by the method provided by the invention has a great variety and wide uses. Some of the products can be reduced simply into important phosphorus ligands and key pharmaceutical intermediates. In addition, the method avoids the use of high toxicity phosphine reagent, has the characteristics of mild reaction conditions, simple operation, high target product yield, low pollution, simple reaction operation and post-treatment process, and is suitable for industrial production.

A novel approach to phosphonic acids from hypophosphorous acid

A novel access to phosphonic acids via Pd-catalyzed tandem carbon-phosphorus bond formation-oxidation processes was developed. The procedures involve atom-economical and environmentally friendly functionalization reactions of hypophosphorous acid (H3PO2) and H-phosphinic acids [RP(O)(OH)(H)].

Process for preparing phosphonic acids

A process for preparing phosphonic acids of the structure STR1 wherein R1 is lower alkyl, aryl, cycloalkyl or arylalkyl, and R2 is H, benzyl or STR2 by oxidizing the corresponding phosphonous acid STR3 employing as the oxidizing agent potassium permanganate or sodium periodate.