tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

Base Information

Chemical Name:tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate
CAS No.:247033-86-9
Molecular Formula:C₂₆H₃₆N₆O₅S
Molecular Weight:544.675
Hs Code.:

Synonyms:tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

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Chemical Property of tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

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Technology Process of tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

There total 10 articles about tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate 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: 84.0%

: 247035-06-9
tert-butyl 3-{4-(4-aminopiperidin-1-yl)benzoylamino}-(2S)-(benzenesulfonylamino)propionate

: 1H-pyrazole-1-carboxamidine nitrate

: 247033-86-9
tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; water; at 20 ℃; for 31h;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 247034-88-4
ethyl 4-(4-aminopiperidin-1-yl)benzoate

: 247033-86-9
tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

Guidance literature:: Multi-step reaction with 5 steps

1: NaOH / dioxane; H₂O / 0.5 h

2: 168 mg / NaOH / tetrahydrofuran; methanol; H₂O / 4.5 h / 50 °C

3: 73 percent / 1-hydroxybenzotriazole hydrate; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 13 h

4: 84 percent / aq. HCl / methanol / 4 h / 20 °C

5: 84 percent / (i-Pr)2NEt / dioxane; H₂O / 31 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.10.061

Reference yield:

: 5382-16-1
4-HYDROXYPIPERIDINE

: 247033-86-9
tert-butyl (2S)-benzenesulfonylamino-3-{4-(4-guanidinopiperidin-1-yl)benzoylamino}propionate

Guidance literature:: Multi-step reaction with 8 steps

1: 77 percent / dimethylsulfoxide / 72 h / 120 °C

2: 51 percent / P(n-Bu)3; 1,1'-(azodicarbonyl)dipiperidine / benzene / 23 h / 0 - 20 °C

3: 99 percent / hydrazine monohydrate / methanol / 16 h / 20 °C

4: NaOH / dioxane; H₂O / 0.5 h

5: 168 mg / NaOH / tetrahydrofuran; methanol; H₂O / 4.5 h / 50 °C

6: 73 percent / 1-hydroxybenzotriazole hydrate; N-methylmorpholine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 13 h

7: 84 percent / aq. HCl / methanol / 4 h / 20 °C

8: 84 percent / (i-Pr)2NEt / dioxane; H₂O / 31 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; tributylphosphine; hydrazine hydrate; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; 1,4-dioxane; methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.bmc.2005.10.061