4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate

Base Information

• Chemical Name: 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate
• CAS No.: 1309588-56-4
• Molecular Formula: C₂₅H₂₄N₂O₅
• Molecular Weight: 432.476
• Mol file: 1309588-56-4.mol

Synonyms:4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate

Chemical Property of 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate

There total 2 articles about 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate 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: 93.0%

1-indoline (496-15-1) + 4-methoxyphenyl-(1S,2S)-(Z)-1-nitro-2-phenylcyclopropanecarboxylate (1196666-36-0) → 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate (1309588-56-4)

Guidance literature:

With nickel(II) perchlorate hexahydrate; In dichloromethane; at 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1021/ja201237j

Reference yield:

(4-methoxyphenyl)((1S,2S)-(Z)-1-nitro-2-phenylcyclopropyl)methanone (1196665-93-6) → 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate (1309588-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane; isopropyl alcohol / 16 h / 47 °C / pH 7.5 / aq. phosphate buffer

2: nickel(II) perchlorate hexahydrate / dichloromethane / 20 °C / Inert atmosphere

With nickel(II) perchlorate hexahydrate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; isopropyl alcohol; 1: Baeyer-Villiger oxidation;

DOI:10.1021/ja201237j

Reference yield: 55.0%

methanol (67-56-1) + 4-(methyloxy)phenyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate (1309588-56-4) → methyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate (1036637-41-8)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ja201237j

upstream raw materials:

1-indoline

4-methoxyphenyl-(1S,2S)-(Z)-1-nitro-2-phenylcyclopropanecarboxylate

(4-methoxyphenyl)((1S,2S)-(Z)-1-nitro-2-phenylcyclopropyl)methanone

Downstream raw materials:

methyl (4R)-4-(2,3-dihydro-1H-indol-1-yl)-2-nitro-4-phenylbutanoate