(4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER

Base Information

• Chemical Name: (4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER
• CAS No.: 156017-40-2
• Molecular Formula: C11H14IO4P
• Molecular Weight: 368.1
• Mol file: 156017-40-2.mol

Synonyms:(4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER

Chemical Property of (4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER

Chemical Property:

• PSA: 62.41000
• LogP: 3.69750

Purity/Quality:

98% ^*data from raw suppliers

(4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER

There total 1 articles about (4-IODO-BENZOYL)-PHOSPHONIC ACID DIETHYL ESTER 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: 100.0%

4-iodobenzoic acid chloride (1711-02-0) + triethyl phosphite (122-52-1) → diethyl (4-iodobenzoyl)phosphonate (156017-40-2)

Guidance literature:

In toluene; for 3h; Ambient temperature;

DOI:10.1080/00304949609355909

Reference yield: 64.0%

diethyl (4-iodobenzoyl)phosphonate (156017-40-2) → [Difluoro-(4-iodo-phenyl)-methyl]-phosphonic acid diethyl ester (156017-41-3)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In toluene; at 0 ℃; for 2h;

DOI:10.1080/00304949609355909

Reference yield: 54.0%

acetaldehyde (75-07-0,9002-91-9) + diethyl (4-iodobenzoyl)phosphonate (156017-40-2) → (R)-diethyl [1-(4-iodophenyl)-1-hydroxy-3-oxopropyl]phosphonate (1315552-52-3)

Guidance literature:

With 4-methoxybenzoic acid; 9-amino-9-deoxy-epiquinine; In toluene; at 0 ℃; for 168h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.201000835

upstream raw materials:

4-iodobenzoic acid chloride

triethyl phosphite

Downstream raw materials:

[Difluoro-(4-iodo-phenyl)-methyl]-phosphonic acid diethyl ester

(2S)-2-[(tert-butoxycarbonyl)amino]-3-{4-[(diethoxyphosphoryl)(difluoro)methyl]phenyl}propanoic acid

N^α-Boc 4--L-phenylalanine benzyl ester

(S)-2-{[(9H-fluoren-9-yl)methoxy]carbonylamino}-3-{4-[(diethoxyphosphoryl)difluoromethyl]phenyl}propanoic acid

Refernces

• 1、 Smyth,Burke Jr.. "Enantioselective synthesis of N-Boc and N-Fmoc protected diethyl 4-phosphono(difluoromethyl)-L-phenylalanine; agents suitable for the solid-phase synthesis of peptides containing nonhydrolyzable analogues of O-phosphotyrosine". . p. 551 - 554. Retrieved 2007/10/02.