2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde

Base Information

• Chemical Name: 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde
• CAS No.: 1356935-67-5
• Molecular Formula: C₁₈H₁₅Cl₂NO₃
• Molecular Weight: 364.228

Synonyms:2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde

Chemical Property of 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde

Chemical Property:

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Technology Process of 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde

There total 2 articles about 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde 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: 87.0%

2,6-dichloronitrostyrene (52287-52-2,22482-43-5) + (E)-4-phenyl-2-butenal (55177-35-0) → 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde (1356935-67-5)

Guidance literature:

With diethylacetamide; (S)-3-(3,5-bis(trifluoromethyl)phenylamino)-4-(pyrrolidin-2-ylmethylamino)cyclobut-3-ene-1,2-dione; water; In dichloromethane; at 20 ℃; for 48h; optical yield given as %ee; stereoselective reaction;

DOI:10.1021/ja211878x

Reference yield:

allylbenzene (300-57-2,57807-91-7) → 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde (1356935-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 16 h / 40 °C / Inert atmosphere

2: diethylacetamide; (S)-3-(3,5-bis(trifluoromethyl)phenylamino)-4-(pyrrolidin-2-ylmethylamino)cyclobut-3-ene-1,2-dione; water / dichloromethane / 48 h / 20 °C

With diethylacetamide; Hoveyda-Grubbs catalyst second generation; (S)-3-(3,5-bis(trifluoromethyl)phenylamino)-4-(pyrrolidin-2-ylmethylamino)cyclobut-3-ene-1,2-dione; water; In dichloromethane;

DOI:10.1021/ja211878x

Reference yield: 83.0%

2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)acetaldehyde (1356935-67-5) → 2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)ethanol (1356935-87-9)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 0.333333h;

DOI:10.1021/ja211878x

upstream raw materials:

allylbenzene

2,6-dichloronitrostyrene

(E)-4-phenyl-2-butenal

Downstream raw materials:

2-((1R,2S,3R,4R)-3-(2,6-dichlorophenyl)-2-nitro-4-phenylcyclobutyl)ethanol

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