(2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid

Base Information

• Chemical Name: (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid
• CAS No.: 1174229-66-3
• Molecular Formula: C₂₀H₂₄O₅S
• Molecular Weight: 376.474
• Mol file: 1174229-66-3.mol

Synonyms:(2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid

Chemical Property of (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid

There total 6 articles about (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic 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: 95.0%

(2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]nonan-7-yl]propanoic acid → (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid (1174229-66-3)

Guidance literature:

With hydrogenchloride; In water; acetone; at 50 ℃; Inert atmosphere; Industrial scale;

DOI:10.1021/acs.oprd.6b00415

Reference yield:

(2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R)-8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl]propionic acid (1174231-42-5) → (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid (1174229-66-3)

Guidance literature:

(2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R)-8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl]propionic acid; With hydrogenchloride; water; In acetone; for 2h; Reflux;

With sodium hydroxide; In water; ethyl acetate; Cooling with ice;

With hydrogenchloride; In water; pH=1; Cooling with ice;

Reference yield:

2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionic acid (1174231-38-9) → (2R)-2-(4-cyclopropanesulfonyl-3-cyclopropylphenyl)-3-[(R)-3-oxocyclopentyl]propanoic acid (1174229-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonyl chloride; 1-methyl-1H-imidazole / acetonitrile / 2 h / 25 °C / Inert atmosphere

2: hydrogenchloride / water; acetone / 50 °C / Inert atmosphere; Industrial scale

With 1-methyl-1H-imidazole; hydrogenchloride; p-toluenesulfonyl chloride; In water; acetone; acetonitrile;

DOI:10.1021/acs.oprd.6b00415

upstream raw materials:

(2R)-2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R)-8,8-dimethyl-6,10-dioxaspiro[4.5]dec-2-yl]propionic acid

methyl 2-[3-bromo-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate

2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionic acid

methyl 2-[3-cyclopropyl-4-(cyclopropylsulfonyl)phenyl]-3-[(2R,3R,7R)-2,3-diphenyl-1,4-dioxaspiro[4.4]non-7-yl]propionate