tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

Base Information

Chemical Name:tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate
CAS No.:1380605-89-9
Molecular Formula:C₂₇H₃₁ClF₃NO₃
Molecular Weight:509.996
Hs Code.:

Synonyms:tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

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Chemical Property of tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

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Technology Process of tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

There total 9 articles about tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate 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: 80.0%

: 1297550-14-1
(+)-(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoic acid

: 1380604-74-9
tert-butyl 1-(3-amino-4-methylbenzyl)cyclopropanecarboxylate

: 1380605-89-9
tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

Guidance literature:: With pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 835629-56-6
(3R)-4,4,4-trifluoro-3-methylbutanoic acid

: 1380605-89-9
tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 2 h / 80 °C

2.1: lithium hexamethyldisilazane / toluene / 0.17 h / -20 - -10 °C / Inert atmosphere

2.2: 4.17 h / 20 - 80 °C / Inert atmosphere

3.1: sodium hydroxide; water / 1,4-dioxane / 3 h / 50 °C

4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 20 °C

With pyridine; thionyl chloride; water; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 1297549-70-2
(+)-ethyl (3R)-4,4,4-trifluoro-3-methylbutanoate

: 1380605-89-9
tert-butyl 1-(3-{[(2S,3R)-2-(4-chlorophenyl)-4,4,4-trifluoro-3-methylbutanoyl]amino}-4-methylbenzyl)cyclopropanecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / toluene / 0.17 h / -20 - -10 °C / Inert atmosphere

1.2: 4.17 h / 20 - 80 °C / Inert atmosphere

2.1: sodium hydroxide; water / 1,4-dioxane / 3 h / 50 °C

3.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; pyridine / N,N-dimethyl-formamide / 20 °C

With pyridine; water; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; sodium hydroxide; lithium hexamethyldisilazane; In 1,4-dioxane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.jmedchem.0c02154