(2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde

Base Information

• Chemical Name: (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde
• CAS No.: 1233692-00-6
• Molecular Formula: C₁₈H₁₃FN₂O₅
• Molecular Weight: 356.31
• Mol file: 1233692-00-6.mol

Synonyms:(2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde

Chemical Property of (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde

There total 2 articles about (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde 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:

β-phthalimidonitroethene (1233692-08-4) + 4-fluorophenylacetaldehyde (1736-67-0) → 3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde + (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde (1233692-00-6)

Guidance literature:

With (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; acetic acid; In acetonitrile; at 0 - 20 ℃; Overall yield = 99 %;

Reference yield:

(E)-2-(2-nitrovinyl)isoindoline-1,3-dione (1238305-33-3) + 4-fluorophenylacetaldehyde (1736-67-0) → (2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde (1233692-00-6) + 3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde

Guidance literature:

With acetic acid; In acetonitrile; at 0 ℃; for 4.5h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/anie.201001644

Reference yield: 99.0%

(2S,3S)-3-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(4-fluorophenyl)-4-nitrobutyraldehyde (1233692-00-6) → 2-[(3S,4R)-4-(4-fluorophenyl)pyrrolidin-3-yl]-3-hydroxy-2,3-dihydroisoindol-1-one (1238305-50-4)

Guidance literature:

With acetic acid; zinc; In water; at 0 - 20 ℃;

upstream raw materials:

(E)-2-(2-nitrovinyl)isoindoline-1,3-dione

4-fluorophenylacetaldehyde

β-phthalimidonitroethene

Downstream raw materials:

2-[(3S,4R)-4-(4-fluorophenyl)pyrrolidin-3-yl]-3-hydroxy-2,3-dihydroisoindol-1-one