N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

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Chemical Name:N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde
CAS No.:184043-14-9
Molecular Formula:C₂₇H₃₈N₆O₆S
Molecular Weight:574.701
Hs Code.:

Synonyms:N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

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Chemical Property of N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

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Technology Process of N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

There total 8 articles about N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde 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: 68.3%

: 184043-13-8
[5-(3-nitroguanidino)-2(S)-(3-(1-methyl-1-phenylethyl)benzenesulfonylamino)pentanoyl]piperidine-2(R)-carboxylic acid ethyl ester

: 184043-14-9
N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

Guidance literature:: With lithium borohydride; In tetrahydrofuran; for 0.75h; Heating;
DOI:10.1021/jm9811209

Reference yield:

: 2188-18-3
N^α-t-butoxycarbonyl-N^ω-nitro-L-arginine

: 184043-14-9
N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

Guidance literature:: Multi-step reaction with 5 steps

1: NMM / dimethylformamide / 0.25 h / -15 °C

2: NMM / dimethylformamide / 2.5 h / -10 - 20 °C

3: HCl; AcOH / 2.5 h / 20 °C

4: diisopropylethylamine / dimethylformamide / 3 h / 20 °C / pH 9

5: 68.3 percent / LiBH₄ / tetrahydrofuran / 0.75 h / Heating

With 4-methyl-morpholine; hydrogenchloride; lithium borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: Condensation / 3: Hydrolysis / 4: sulfonylation / 5: Reduction;
DOI:10.1021/jm9811209

Reference yield:

: 22328-77-4
piperidine-2(R)-yl carboxylic acid ethyl ester

: 184043-14-9
N-[4-(3-nitroguanidino)-1(S)-(2(R)-hydroxymethylpiperidin-1-ylcarbonyl)butyl]-3-(1-methyl-1-phenylethyl)benzenesulfonamde

Guidance literature:: Multi-step reaction with 4 steps

1: NMM / dimethylformamide / 2.5 h / -10 - 20 °C

2: HCl; AcOH / 2.5 h / 20 °C

3: diisopropylethylamine / dimethylformamide / 3 h / 20 °C / pH 9

4: 68.3 percent / LiBH₄ / tetrahydrofuran / 0.75 h / Heating

With 4-methyl-morpholine; hydrogenchloride; lithium borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Condensation / 2: Hydrolysis / 3: sulfonylation / 4: Reduction;
DOI:10.1021/jm9811209