tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate
• CAS No.: 1252762-31-4
• Molecular Formula: C₁₅H₁₈ClNO₄
• Molecular Weight: 311.765
• Mol file: 1252762-31-4.mol

Synonyms:tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate

Chemical Property of tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate

There total 13 articles about tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate 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%

tert-butyl (4R)-4-[4-chloro-3-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]-2-oxopyrrolidinecarboxylate (1252761-96-8) → tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate (1252762-31-4)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; at 20 ℃;

Reference yield: 80.0%

tert-butyl (R)-4-(3-(benzyloxy)-4-chlorophenyl)-2-oxopyrrolidine-1-carboxylate → tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate (1252762-31-4)

Guidance literature:

With palladium hydroxide, 20 wt% on carbon; hydrogen; In methanol; at 20 ℃; for 0.5h; under 2585.81 Torr;

DOI:10.1021/acschemneuro.8b00038

Reference yield:

(R)-4-(3-amino-4-chlorophenyl)pyrrolidin-2-one (1252761-21-9) → tert-butyl (R)-4-(4-chloro-3-hydroxyphenyl)-2-oxopyrrolidine-1-carboxylate (1252762-31-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; potassium iodide; sodium nitrite / water / 0 °C

2: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane; dichloromethane

3: dihydrogen peroxide / dichloromethane

With hydrogenchloride; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; dihydrogen peroxide; potassium acetate; potassium iodide; sodium nitrite; In 1,4-dioxane; dichloromethane; water; 1: Sandmeyer reaction;

DOI:10.1016/j.bmcl.2011.08.006

upstream raw materials:

tert-butyl (4R)-4-[4-chloro-3-(4,4,5,5-tetramethyl(1,3,2-dioxaborolan-2-yl))phenyl]-2-oxopyrrolidinecarboxylate

(R)-4-(3-amino-4-chlorophenyl)pyrrolidin-2-one

(R)-4-(4-chloro-3-nitrophenyl)pyrrolidin-2-one

(R)-(-)-4-(4-chlorophenyl)pyrrolidin-2-one

Downstream raw materials:

C₂₃H₃₅ClN₂O₅

C₂₃H₂₉ClN₂O₅

C₂₃H₂₉ClN₂O₅

C₂₃H₂₉ClN₂O₅