(R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate

Base Information

• Chemical Name: (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate
• CAS No.: 1380547-38-5
• Molecular Formula: C₂₄H₂₇NO₆
• Molecular Weight: 425.481
• Mol file: 1380547-38-5.mol

Synonyms:

Chemical Property of (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate

There total 4 articles about (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate 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: 79.0%

methanol (67-56-1) + methyl 3-((R)-5-oxo-4-((R)-3-oxo-1-phenylbutyl)-2-phenyl-4,5-dihydrooxazol-4-yl)propanoate (1380547-26-1) → (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate (1380547-38-5)

Guidance literature:

With chloro-trimethyl-silane; at 30 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chem.201202455

Reference yield:

benzoic acid anhydride (93-97-0) → (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate (1380547-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: FBIP-OTf; sodium acetate; benzoic acid / tetrahydrofuran; toluene / 7 h / 70 °C / Inert atmosphere

2: methanol; chloro-trimethyl-silane / 2 h / 30 °C / Inert atmosphere

With methanol; chloro-trimethyl-silane; FBIP-OTf; sodium acetate; benzoic acid; In tetrahydrofuran; toluene;

DOI:10.1002/adsc.201200085

Reference yield:

DL-glutamic acid-5-methyl ester (1499-55-4,6461-04-7,14487-45-7) → (R)-dimethyl 2-benzamido-2-((R)-3-oxo-1-phenylbutyl)pentanedioate (1380547-38-5)

Guidance literature:

Multi-step reaction with 2 steps

1: FBIP-OTf; sodium acetate; benzoic acid / tetrahydrofuran; toluene / 7 h / 70 °C / Inert atmosphere

2: methanol; chloro-trimethyl-silane / 2 h / 30 °C / Inert atmosphere

With methanol; chloro-trimethyl-silane; FBIP-OTf; sodium acetate; benzoic acid; In tetrahydrofuran; toluene;

DOI:10.1002/adsc.201200085

upstream raw materials:

DL-glutamic acid-5-methyl ester

benzoic acid anhydride

methanol

methyl 3-((R)-5-oxo-4-((R)-3-oxo-1-phenylbutyl)-2-phenyl-4,5-dihydrooxazol-4-yl)propanoate

Refernces

• 1、 Weber, Manuel,Jautze, Sascha,Frey, Wolfgang,Peters, René. "Bispalladacycle-catalyzed Michael addition of in situ formed azlactones to enones". . p. 14792 - 14804. Retrieved 2013/01/15.