PHENYL-D5-ACETIC ACID

Base Information

• Chemical Name: PHENYL-D5-ACETIC ACID
• CAS No.: 104182-98-1
• Molecular Formula: C8H3 D5 O2
• Molecular Weight: 141.111
• Mol file: 104182-98-1.mol

Synonyms:PHENYL-D5-ACETIC ACID

Chemical Property of PHENYL-D5-ACETIC ACID

Chemical Property:

• PSA: 37.30000
• LogP: 1.31370

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: PHENYL-D5-ACETIC ACID is used in the synthesis of deuterium labeled Diclofenac (D436450) and its metabolite 4'-Hydroxydiclofenac (H825225), which is the principal human metabolite of Diclofenac.

Technology Process of PHENYL-D5-ACETIC ACID

There total 7 articles about PHENYL-D5-ACETIC 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: 80.0%

[phenyl-2H5]phenylethyl alcohol (35845-63-7) → 2H5-phenylacetic acid (104182-98-1)

Guidance literature:

With periodic acid; pyridinium chlorochromate; In acetonitrile; at 25 ℃; for 3h;

DOI:10.1002/anie.201711108

Reference yield:

2,3,4,5,6-pentadeuteriumbenzeneboronic acid (215527-70-1) → 2H5-phenylacetic acid (104182-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; ammonium chloride / toluene; water / 24 h / 100 °C / Schlenk technique

2: lithium hydroxide

With ammonium chloride; lithium hydroxide; sodium nitrite; In water; toluene;

DOI:10.1021/acs.orglett.9b00315

Reference yield:

bromobenzene-d5 (4165-57-5) → 2H5-phenylacetic acid (104182-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium / tetrahydrofuran / 75 °C

1.2: 6 h / 0 - 25 °C

2.1: periodic acid; pyridinium chlorochromate / acetonitrile / 3 h / 25 °C

With magnesium; periodic acid; pyridinium chlorochromate; In tetrahydrofuran; acetonitrile;

DOI:10.1002/anie.201711108

upstream raw materials:

5>Benzylchlorid

bromobenzene-d5

[phenyl-2H₅]phenylethyl alcohol

2,3,4,5,6-pentadeuteriumbenzeneboronic acid

Downstream raw materials:

2-(2-iodo-3,4,5,6-⁽²⁾H₄-phenyl)acetic acid

phenyl-d5 acetic chloride

C₈H₂⁽²⁾H₇Br

Refernces

• 1、 Han, Hui,Zhang, Tao,Yang, Shang-Dong,Lan, Yu,Xia, Ji-Bao. "Palladium-Catalyzed Enantioselective C-H Aminocarbonylation: Synthesis of Chiral Isoquinolinones". . p. 1749 - 1754. Retrieved 2019/03/11.
• 2、 Turro, Nicholas J.,Lei, Xue-Gong,Jockusch, Steffen,Li, Wei,Liu, Zhiqiang,Abrams, Lloyd,Ottaviani, M. Francesca. "EPR investigation of persistent radicals produced from the photolysis of dibenzyl ketones adsorbed on ZSM-5 zeolites". . p. 2606 - 2618. Retrieved 2007/10/03.