1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

Base Information

Chemical Name:1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine
CAS No.:766550-27-0
Molecular Formula:C₂₇H₃₉ClN₆O₃
Molecular Weight:531.098
Hs Code.:

Synonyms:1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

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Chemical Property of 1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

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Technology Process of 1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

There total 7 articles about 1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine 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: 100.0%

: 57292-44-1
N-Boc-D-(4-Cl)Phe-OH

: 511538-98-0
1-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

: 766550-27-0
1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; 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 ℃; for 2h;
DOI:10.1021/jm0311285

Reference yield:

: 2756-85-6
1-aminocyclohexane carboxylic acid

: 766550-27-0
1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

Guidance literature:: Multi-step reaction with 7 steps

1.1: LiAlH₄ / tetrahydrofuran / 28 h / 70 - 80 °C

1.2: 68 percent / TEA / methanol / 4 h / 20 °C

2.1: 80 percent / HCl / dioxane / 1 h / 20 °C

3.1: 25 percent / NaHCO₃ / ethanol / 5 h / Heating

4.1: TEA / CH₂Cl₂ / 2 h / 20 °C

5.1: dimethylformamide / 12 h / 80 - 100 °C

6.1: HCOONH₄ / methanol / 1.5 h / Heating

7.1: 100 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; TEA; ammonium formate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0311285

Reference yield:

: 5460-68-4
1-(1-aminocyclohexyl)methanol hydrochloride

: 766550-27-0
1-[N-(tert-butoxycarbonyl)-4-chloro-D-phenylalanyl]-4-[1-(1,2,4-triazol-1-yl-methyl)cyclohexyl]piperazine

Guidance literature:: Multi-step reaction with 5 steps

1: 25 percent / NaHCO₃ / ethanol / 5 h / Heating

2: TEA / CH₂Cl₂ / 2 h / 20 °C

3: dimethylformamide / 12 h / 80 - 100 °C

4: HCOONH₄ / methanol / 1.5 h / Heating

5: 100 percent / HATU; DIEA / dimethylformamide / 2 h / 20 °C

With TEA; ammonium formate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0311285