Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester

Base Information

• Chemical Name: Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester
• CAS No.: 374934-70-0
• Molecular Formula: C₂₄H₂₅Cl₃N₂O₆
• Molecular Weight: 543.831
• Mol file: 374934-70-0.mol

Synonyms:Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester

Chemical Property of Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester

There total 1 articles about Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl 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:

N-benzoyl-2-imidazolone + (1S,2R,4R)-2-(2-trichloroacetoxyethoxy)-7,7-dimethylbicyclo[2.2.1]heptane-1-carboxylic acid (147092-80-6) → Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester (374934-70-0)

Guidance literature:

DOI:10.1016/S0040-4039(01)01242-4

Reference yield: 92.0%

Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester (374934-70-0) → C24H25Cl3N2O6 (374934-71-1)

Guidance literature:

With lanthanum(lll) triflate; tris(triphenylphosphine)ruthenium(II) chloride; In benzene; for 1h; Heating;

DOI:10.1016/S0040-4039(01)01242-4

Reference yield:

Trichloro-acetic acid 2-[(1S,2R,4R)-1-(3-benzoyl-2-oxo-2,3-dihydro-imidazole-1-carbonyl)-7,7-dimethyl-bicyclo[2.2.1]hept-2-yloxy]-ethyl ester (374934-70-0) → [(4S,5S)-5-Isobutyl-2-oxo-3-(toluene-4-sulfonyl)-imidazolidin-4-yl]-acetic acid methyl ester

Guidance literature:

Multi-step reaction with 10 steps

1: 92 percent / La(OTf)3 / RuCl₂(PPh₃)3 / benzene / 1 h / Heating

2: 97 percent / 1 h / Heating

3: 78 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

4: 90 percent / LiBH₄ / methanol; tetrahydrofuran / 20 °C

5: imidazol / dimethylformamide / 20 °C

6: 77 percent / BF₃*OEt₂; LiCl / 4 h / -78 °C

7: TBAF / CH₂Cl₂ / 20 °C

8: PCC; NaOAc / CH₂Cl₂ / 20 °C

9: CH₂Cl₂

10: Bu₃SnH; AIBN / benzene / 1 h / Heating

With 1H-imidazole; dmap; lithium borohydride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium acetate; triethylamine; pyridinium chlorochromate; lithium chloride; lanthanum(lll) triflate; tris(triphenylphosphine)ruthenium(II) chloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1016/S0040-4039(01)01242-4

upstream raw materials:

(1S,2R,4R)-2-(2-trichloroacetoxyethoxy)-7,7-dimethylbicyclo[2.2.1]heptane-1-carboxylic acid

Downstream raw materials:

C₂₄H₂₅Cl₃N₂O₆

(4S,5R)-5-(1,1-Dichloro-2-hydroxy-ethyl)-4-methoxy-1-(toluene-4-sulfonyl)-imidazolidin-2-one

Dichloro-[(4R,5S)-5-isobutyl-2-oxo-3-(toluene-4-sulfonyl)-imidazolidin-4-yl]-acetic acid methyl ester

(4S,5R)-5-[2-(tert-Butyl-dimethyl-silanyloxy)-1,1-dichloro-ethyl]-4-isobutyl-1-(toluene-4-sulfonyl)-imidazolidin-2-one