(4-Phenylbutyl)phosphonic acid

Base Information

• Chemical Name: (4-Phenylbutyl)phosphonic acid
• CAS No.: 46348-61-2
• Molecular Formula: C10H15O3P
• Molecular Weight: 214.201
• Hs Code.: 2931909000
• DSSTox Substance ID: DTXSID00546771
• Nikkaji Number: J633.682E
• Wikidata: Q82424681
• Mol file: 46348-61-2.mol

Synonyms:(4-phenylbutyl)phosphonic acid;46348-61-2;4-PHENYLBUTYLPHOSPHONIC ACID;P-(4-Phenylbutyl)phosphonic Acid;Phosphonic acid, (4-phenylbutyl)- (9CI);4-Phenylbutylphosphonic acid;Fosinopril Related Compound H;(4-phenylbutyl)phosphonicacid;4-phenylbutyl phosphonic acid;SCHEMBL4414066;DTXSID00546771;4-(Phenyl)-butyl phosphonous acid;WBA34861;MFCD03452734;AKOS033919752;CS-0497651;EN300-263514;Z1269108857

Chemical Property of (4-Phenylbutyl)phosphonic acid

Chemical Property:

• Melting Point: 93℃ (ethyl acetate hexane )
• PSA: 67.34000
• LogP: 2.18700
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 214.07588133
• Heavy Atom Count: 14
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

4-PhenylbutylphosphonicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCCCP(=O)(O)O
• Uses: 4-Phenylbutylphosphonic Acid is an impurity in the synthesis of Fosinopril (F727800), a phosphinic acid containing angiotensin converting enzyme (ACE) inhibitor. Antihypertensive.

Technology Process of (4-Phenylbutyl)phosphonic acid

There total 8 articles about (4-Phenylbutyl)phosphonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(4-phenylbutyl)phosphonic acid,diethyl ester (20510-29-6) → 4-phenyl-butyl phosphonic acid (46348-61-2)

Guidance literature:

With hydrogenchloride; In water; Reflux;

Reference yield: 87.0%

concentrated HCl acid + 4-Phenylbutylphosphonous acid (344407-83-6) + sodium hydrogensulfite → 4-phenyl-butyl phosphonic acid (46348-61-2)

Guidance literature:

With sodium hydroxide; potassium permanganate; In water; ethyl acetate; acetone;

Reference yield:

1-Chloro-4-phenylbutane (4830-93-7) → 4-phenyl-butyl phosphonic acid (46348-61-2)

Guidance literature:

With triethyl phosphite;

upstream raw materials:

(4-phenyl-buta-1,3-dienyl)-phosphonic acid

4-Phenylbut-1-ene

buta-1,3-dien-1-ylbenzene

1-Chloro-4-phenylbutane

Downstream raw materials:

(S)-1-{(S)-6-tert-Butoxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-pyrrolidine-2-carboxylic acid benzyl ester

1-[(S)-6-[[(phenylmethoxy)carbonyl]amino]-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L-proline

(S)-1-{(R)-6-Benzyloxycarbonylamino-2-[hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-hexanoyl}-pyrrolidine-2-carboxylic acid

(S)-1-{(S)-2-[Hydroxy-(4-phenyl-butyl)-phosphinoyloxy]-2-phenyl-acetyl}-pyrrolidine-2-carboxylic acid benzyl ester

Refernces

• 1、 -. "Preparation method of alkyl phosphorylated substances". Paragraph 0024-0025. . Retrieved 2019/10/04.
• 2、 Serajuddin, Abu T. M.,Thakur, Ajit B.,Ghoshal, Rabin N.,Fakes, Michael G.,Ranadive, Sunanda A.,Morris, Kenneth R.,Varia, Sailesh A.. "Selection of solid dosage form composition through drug-excipient compatibility testing". . p. 696 - 704. Retrieved 2007/10/03.