(2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid

Base Information

• Chemical Name: (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid
• CAS No.: 203321-56-6
• Molecular Formula: C₁₃H₁₄F₂O₃
• Molecular Weight: 256.249
• Mol file: 203321-56-6.mol

Synonyms:(2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid

Chemical Property of (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid

There total 16 articles about (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic 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%

(2R,5R)-2-(tert-butyl)-5-[(1R)-3,3-difluorocyclopentyl]-5-phenyl-1,3-dioxolan-4-one (203321-57-7) → (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid (203321-56-6)

Guidance literature:

With lithium hydroxide; In methanol; toluene; at 40 ℃; for 20h;

DOI:10.1021/jo0157425

Reference yield:

(2R,5R)-2-(tert-butyl)-5-[(1R)-3-oxocyclopentyl]-5-phenyl-1,3-dioxolan-4-one (203321-55-5) → (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid (203321-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / F₃SN(CH₂CH₂OMe)2 / 1,2-dichloro-ethane / 24 h / 40 °C

2: 99 percent / aq. LiOH / methanol; toluene / 20 h / 40 °C

With lithium hydroxide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In methanol; 1,2-dichloro-ethane; toluene;

DOI:10.1021/jo0157425

Reference yield:

cyclopent-2-enone (930-30-3) → (2R)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetic acid (203321-56-6)

Guidance literature:

Multi-step reaction with 3 steps

1: ZrCl₄ / CH₂Cl₂ / -78 °C

2: 80 percent / F₃SN(CH₂CH₂OMe)2 / 1,2-dichloro-ethane / 24 h / 40 °C

3: 99 percent / aq. LiOH / methanol; toluene / 20 h / 40 °C

With lithium hydroxide; zirconium(IV) chloride; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene; 1: Michael addition;

DOI:10.1021/jo0157425

upstream raw materials:

(2R,5R)-2-(tert-butyl)-5-[(1R)-3,3-difluorocyclopentyl]-5-phenyl-1,3-dioxolan-4-one

cyclopent-2-enone

(R)-Mandelic Acid

(2R,5R)-2-(tert-butyl)-5-phenyl-1,3-dioxolan-4-one

Downstream raw materials:

(2R)-N-(1-benzylpiperidin-4-yl)-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

(2R)-N-[1-(6-Aminopyridin-2-ylmethyl)piperidin-4-yl]-2-[(1R)-3,3-difluorocyclopentyl]-2-hydroxy-2-phenylacetamide

(R)-2-((R)-3,3-Difluoro-cyclopentyl)-2-hydroxy-N-(4-hydroxymethyl-phenyl)-2-phenyl-acetamide

(R)-N-(4-Azidomethyl-phenyl)-2-((R)-3,3-difluoro-cyclopentyl)-2-hydroxy-2-phenyl-acetamide