(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

Base Information

Chemical Name:(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide
CAS No.:249648-52-0
Molecular Formula:C₂₄H₃₀N₂O₃
Molecular Weight:394.514
Hs Code.:

Synonyms:(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

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Chemical Property of (1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

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Technology Process of (1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

There total 6 articles about (1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide 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: 92.0%

: 75-31-0
isopropylamine

: 219582-00-0
(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-carboxylic acid

: 249648-52-0
(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate; In dichloromethane; at 0 - 25 ℃; for 4.5h;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2730::AID-CHEM2730>3.0.CO;2-X

Reference yield:

: 219581-98-3
(1S)-Methyl-1-[2-(E)-phenylethenyl]-2,2-diphenylcyclopropane-1-carboxylate

: 249648-52-0
(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaIO₄ / RuCl₃*H₂O / acetonitrile; CCl₄; H₂O / 2 h / 25 °C

1.2: 90 percent / (PhO)2P(O)N₃; NEt₃ / 33 h / Heating

2.1: 86 percent / aq. LiOH / methanol / 4 h / Heating

3.1: 92 percent / tetramethylfluoroformamidium hexafluorophosphate; NEt(iPr)2 / CH₂Cl₂ / 4.5 h / 0 - 25 °C

With lithium hydroxide; sodium periodate; N-ethyl-N,N-diisopropylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate; ruthenium trichloride; In methanol; tetrachloromethane; dichloromethane; water; acetonitrile; 1.1: Catalytic oxidation / 1.2: Rearrangement / 2.1: Hydrolysis / 3.1: Acylation;
DOI:10.1002/(SICI)1521-3765(19990903)5:9<2730::AID-CHEM2730>3.0.CO;2-X

Reference yield:

: 530-48-3
1,1-Diphenylethylene

: 249648-52-0
(1S)-1-{N-[(1,1-Dimethylethyl)oxycarbonyl]amino}-2,2-diphenylcyclopropane-1-N'-(methylethyl)carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / Rh₂(S-TBSP)4 / 24 h / 0 °C

2: NaIO₄ / RuCl₃ / acetonitrile; H₂O; CCl₄ / 5 h / 25 °C

3: (PhO)2P(O)N₃, Et₃N / 17 h / Heating

4: 86 percent / LiOH, H₂O / methanol / 4 h / Heating

5: Me₂NCFNMe₂*PF₆, i-PrNEt₂ / CH₂Cl₂ / 0.5 h / 0 °C

With lithium hydroxide; sodium periodate; N,N-diethyl-N-isopropylamine; diphenyl phosphoryl azide; water; triethylamine; fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate; ruthenium trichloride; tetrakis[1-[(4-tert-butylphenyl)sulfonyl]-(2S)-pyrrolidinecarboxylate]dirhodium(II); In methanol; tetrachloromethane; dichloromethane; water; acetonitrile;
DOI:10.1039/a805454a