N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Base Information

Chemical Name:N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester
CAS No.:198904-45-9
Molecular Formula:C₂₇H₃₁F₃N₄O₄S
Molecular Weight:564.629
Hs Code.:

Synonyms:N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

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Chemical Property of N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

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Technology Process of N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

There total 4 articles about N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl 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: 52.0%

: 2,2,2-Trifluoro-N-((S)-1-oxiranyl-2-phenyl-ethyl)-acetamide

: 198904-42-6
N-1-(tert-butyloxycarbonyl)-N-2-[4-(thiazol-5-yl)benzyl]hydrazine

: 198904-45-9
N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Guidance literature:: In isopropyl alcohol; at 80 ℃; for 16h;
DOI:10.1021/jm970873c

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 198904-45-9
N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / KOAc, Pd(PPh₃)4 / N,N-dimethyl-acetamide / 12 h / 150 °C

2: 92 percent / ethanol / 4 h / Heating

3: 1.) NaCNBH₃, p-TsOH, 2.) aq. NaOH / 1.) THF, RT, 37 h, 2.) THF, reflux, 3.5 h

4: 52 percent / propan-2-ol / 16 h / 80 °C

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium cyanoborohydride; toluene-4-sulfonic acid; In ethanol; N,N-dimethyl acetamide; isopropyl alcohol;
DOI:10.1021/jm970873c

Reference yield:

: 198904-40-4
4-(thiazol-5-yl)benzaldehyde

: 198904-45-9
N'-[(2S,3S)-2-Hydroxy-4-phenyl-3-(2,2,2-trifluoro-acetylamino)-butyl]-N'-(4-thiazol-5-yl-benzyl)-hydrazinecarboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / ethanol / 4 h / Heating

2: 1.) NaCNBH₃, p-TsOH, 2.) aq. NaOH / 1.) THF, RT, 37 h, 2.) THF, reflux, 3.5 h

3: 52 percent / propan-2-ol / 16 h / 80 °C

With sodium hydroxide; sodium cyanoborohydride; toluene-4-sulfonic acid; In ethanol; isopropyl alcohol;
DOI:10.1021/jm970873c