1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

Base Information

Chemical Name:1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate
CAS No.:279246-05-8
Molecular Formula:C₃₇H₃₂F₃NO₇S
Molecular Weight:691.725
Hs Code.:

Synonyms:1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

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Chemical Property of 1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

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Technology Process of 1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

There total 6 articles about 1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate 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: 77.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 279246-04-7
2-{[methyl-(4'-trifluoromethoxybiphenyl-4-sulfonyl)amino]methyl}naphthalene-1-carboxylic acid tert-butyl ester

: 279246-05-8
1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

Guidance literature:: 2-{[methyl-(4'-trifluoromethoxybiphenyl-4-sulfonyl)amino]methyl}naphthalene-1-carboxylic acid tert-butyl ester; With sodium hydride; In N,N-dimethyl-formamide; for 0.5h;

benzyl chloroformate; In N,N-dimethyl-formamide; for 2h; Further stages.;
DOI:10.1021/jm020160g

Reference yield:

: 1885-14-9
phenyl chloroformate

: 279246-04-7
2-{[methyl-(4'-trifluoromethoxybiphenyl-4-sulfonyl)amino]methyl}naphthalene-1-carboxylic acid tert-butyl ester

: 279246-05-8
1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

Guidance literature:: With NaH; acetic acid; In ethyl acetate; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 279246-05-8
1,1-dimethylethyl 2-[[[[4'-(trifluoromethoxy)[1,1'-biphenyl]-4-yl]sulfonyl](phenylmethoxycarbonyl)amino]methyl]-1-naphthalenecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 90 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

2.1: 88 percent / 2M aq. Na₂CO₃; tetrakis(triphenylphosphine)palladium / ethanol; toluene / 1.25 h / Heating

3.1: 89 percent / Ph₃P; DEAD / tetrahydrofuran / 24 h

4.1: 86 percent / tBuLi / tetrahydrofuran; pentane / 0.5 h / -78 °C

5.1: NaH / dimethylformamide / 0.5 h

5.2: 77 percent / dimethylformamide / 2 h

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butyl lithium; sodium hydride; sodium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; 2.1: Suzuki coupling / 3.1: Mitsunobu reaction;
DOI:10.1021/jm020160g