N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester

Base Information

• Chemical Name: N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester
• CAS No.: 1590450-42-2
• Molecular Formula: C₂₂H₂₃BrClNO₅
• Molecular Weight: 496.785

Synonyms:N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester

Chemical Property of N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester

Chemical Property:

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Technology Process of N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester

There total 2 articles about N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester 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: 65.0%

2-bromo-2-(4-chlorophenyl)acetic acid (3381-73-5) + N-benzoyl-L-threonine isopropyl ester (157943-64-1) → N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester (1590450-42-2)

Guidance literature:

2-bromo-2-(4-chlorophenyl)acetic acid; N-benzoyl-L-threonine isopropyl ester; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Inert atmosphere;

In hexane; ethyl acetate; at 20 ℃; Inert atmosphere; Resolution of racemate;

DOI:10.1002/ejoc.201301539

Reference yield:

2-bromo-2-(4-chlorophenyl)acetic acid (3381-73-5) + N-benzoyl-L-threonine isopropyl ester (157943-64-1) → N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester (1590450-42-2) + N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester (1590450-46-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; Overall yield = 65 %; Inert atmosphere;

DOI:10.1002/ejoc.201301539

Reference yield: 96.0%

N-benzoyl-O-[α-bromo-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester (1590450-42-2) + o-(N-methylamino)phenol (611-24-5) → (S)-3-(p-chlorophenyl)-4-methyl-2-oxo-3,4-dihydro-2H-1,4-benzoxazine

Guidance literature:

In chloroform; at 20 ℃; for 1.5h; stereoselective reaction; Inert atmosphere;

DOI:10.1002/bkcs.12165

upstream raw materials:

2-bromo-2-(4-chlorophenyl)acetic acid

N-benzoyl-L-threonine isopropyl ester

Downstream raw materials:

N-benzoyl-O-[α-phenylthio-α-(p-chlorophenyl)acetyl]-L-threonine isopropyl ester

(S)-2-(p-chlorophenyl)-2H-1,4-benzoxazin-3(4H)-one

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