N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

Base Information

Chemical Name:N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide
CAS No.:1262803-54-2
Molecular Formula:C₂₀H₁₈F₄N₂O₃S
Molecular Weight:442.434
Hs Code.:

Synonyms:N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

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Chemical Property of N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

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Technology Process of N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

There total 15 articles about N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide 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: 99.0%

: 1388149-64-1
((2S,3R,4S)-4-amino-4-(2-fluorophenyl)-2-(trifluoromethyl)tetrahydrofuran-3-yl)methanol (2S,3S)-2,3-bis(benzoyloxy)succinic acid

: 532-55-8
Benzoyl isothiocyanate

: 1262803-54-2
N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

Guidance literature:: ((2S,3R,4S)-4-amino-4-(2-fluorophenyl)-2-(trifluoromethyl)tetrahydrofuran-3-yl)methanol (2S,3S)-2,3-bis(benzoyloxy)succinic acid; With sodium hydroxide; In water; ethyl acetate; at 0 - 5 ℃; for 0.416667h;

Benzoyl isothiocyanate; In water; ethyl acetate; at 0 - 5 ℃; for 1.13333h;

Reference yield:

: 1262799-42-7
((2S,3R,4S)-4-amino-4-(2-fluorophenyl)-2-(trifluoromethyl)tetrahydrofuran-3-yl)methanol

: 532-55-8
Benzoyl isothiocyanate

: 1262803-54-2
N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

Guidance literature:: In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 1262799-37-0
tert-butyl {[(2S)-1,1,1-trifluorobut-3-en-2-yl]oxy}acetate

: 1262803-54-2
N-(((3S,4R,5S)-3-(2-fluorophenyl)-4-(hydroxymethyl)-5-(trifluoromethyl)-tetrahydrofuran-3-yl)carbamothioyl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: formic acid / 20 °C / Ice-cooling

2.1: 1,1'-carbonyldiimidazole / dichloromethane / 1.08 h / Ice-bath

2.2: 20 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 1.42 h / -78 - 60 °C

3.2: 2 h / -60 °C

4.1: hydroxylamine hydrochloride; sodium acetate / methanol / 1.5 h / 50 °C

5.1: hydroquinone / xylenes / 22 h / 140 °C

6.1: zinc; acetic acid / 0 - 20 °C

7.1: dichloromethane / 18 h / 20 °C

With n-butyllithium; formic acid; hydroxylamine hydrochloride; sodium acetate; acetic acid; hydroquinone; 1,1'-carbonyldiimidazole; zinc; In tetrahydrofuran; methanol; hexane; dichloromethane; xylenes;