BENZOIC ACID, 3-FLUORO-4-[[(2R)-HYDROXY(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)ACETYL]AMINO]-

Base Information

• Chemical Name: BENZOIC ACID, 3-FLUORO-4-[[(2R)-HYDROXY(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)ACETYL]AMINO]-
• CAS No.: 262433-54-5
• Molecular Formula: C₂₃H₂₆FNO₄
• Molecular Weight: 399.462
• Mol file: 262433-54-5.mol

Synonyms:Benzoic acid, 3-fluoro-4-[[(2R)-2-hydroxy-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)acetyl]amino]-

Chemical Property of BENZOIC ACID, 3-FLUORO-4-[[(2R)-HYDROXY(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)ACETYL]AMINO]-

Chemical Property:

• PSA: 90.12000
• LogP: 5.19450

Purity/Quality:

99% ^*data from raw suppliers

BMS-270394 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZOIC ACID, 3-FLUORO-4-[[(2R)-HYDROXY(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)ACETYL]AMINO]-

There total 5 articles about BENZOIC ACID, 3-FLUORO-4-[[(2R)-HYDROXY(5,6,7,8-TETRAHYDRO-5,5,8,8-TETRAMETHYL-2-NAPHTHALENYL)ACETYL]AMINO]- 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: 84.0%

(R)-3-fluoro-4-[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetylamino]benzoic acid methyl ester → 3-fluoro-4-[[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)acetyl]amino]benzoic acid (262433-54-5)

Guidance literature:

(R)-3-fluoro-4-[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)acetylamino]benzoic acid methyl ester; With potassium trimethylsilonate; In acetonitrile; at 22 ℃; for 5h;

With acetic acid; In water; acetonitrile; at 1 - 5 ℃;

DOI:10.1021/op0202134

Reference yield:

methyl 4-amino-3-fluorobenzene carboxylate (185629-32-7) → 3-fluoro-4-[[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)acetyl]amino]benzoic acid (262433-54-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride; 1H-imidazole / tetrahydrofuran; dichloromethane / -25 - 15 °C

2.1: 1,2,4-Triazole / dichloromethane / 3 h / 0 °C

3.1: potassium trimethylsilonate / acetonitrile / 5 h / 22 °C

3.2: 1 - 5 °C

With 1H-imidazole; 1,2,4-Triazole; thionyl chloride; potassium trimethylsilonate; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/op0202134

Reference yield:

2-oxo-2-(1',2',3',4'-tetrahydro-1',1',4',4'-tetramethyl-6'-naphthalenyl)acetic acid (142650-43-9) → 3-fluoro-4-[[2-hydroxy-2-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-2-naphthalenyl)acetyl]amino]benzoic acid (262433-54-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: L-Tartaric acid; sodium tetrahydroborate / tetrahydrofuran / -45 - 10 °C / Inert atmosphere

2.1: 1,2,4-Triazole / dichloromethane / 3 h / 0 °C

3.1: potassium trimethylsilonate / acetonitrile / 5 h / 22 °C

3.2: 1 - 5 °C

With 1,2,4-Triazole; sodium tetrahydroborate; L-Tartaric acid; potassium trimethylsilonate; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1021/op0202134

upstream raw materials:

methyl 4-amino-3-fluorobenzene carboxylate

2-oxo-2-(1',2',3',4'-tetrahydro-1',1',4',4'-tetramethyl-6'-naphthalenyl)acetic acid

(+/-)-2-hydroxy-2-(1',2',3',4'-tetrahydro-1',1',4',4'-tetramethyl-6'-naphthalenyl)acetic acid

Refernces