2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid

Base Information

• Chemical Name: 2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid
• CAS No.: 202257-35-0
• Molecular Formula: C₁₇H₂₂O₃S
• Molecular Weight: 306.426
• Mol file: 202257-35-0.mol

Synonyms:2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid

Chemical Property of 2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid

There total 1 articles about 2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic 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: 59.0%

Thiosalicylic acid (147-93-3) + exo-2-hydroxy-10-bornyl iodide (183446-26-6) → 2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid (202257-35-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; benzene; at 95 ℃; for 6h;

DOI:10.1021/jo981330t

Reference yield:

2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid (202257-35-0) → (RS)-2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methanesulfinyl)benzoic acid (202257-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / t-BuOCl, Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 98 percent / aq. HCl / ethanol / 48 h / Ambient temperature

3: aq. HCl / ethanol / 5 h / Heating

With hydrogenchloride; tert-butylhypochlorite; triethylamine; In ethanol; dichloromethane;

DOI:10.1021/jo981330t

Reference yield:

2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methylthio)benzoic acid (202257-35-0) → (SS)-methyl-2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methanesulfinyl)benzoate

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / t-BuOCl, Et₃N / CH₂Cl₂ / 1.5 h / 0 - 20 °C

2: 98 percent / aq. HCl / ethanol / 48 h / Ambient temperature

3: 96 percent / diethyl ether / 3 h / 0 - 20 °C

With hydrogenchloride; tert-butylhypochlorite; triethylamine; In diethyl ether; ethanol; dichloromethane;

DOI:10.1021/jo981330t

upstream raw materials:

Thiosalicylic acid

exo-2-hydroxy-10-bornyl iodide

Downstream raw materials:

(R_S)-2-(<(1S,2R,4R)-2-hydroxy-7,7-dimethylbicyclo<2.2.1>heptan-1-yl>methanesulfinyl)benzoic acid