3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

Base Information

Chemical Name:3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide
CAS No.:161357-47-7
Molecular Formula:C₂₅H₂₈N₄O₅S₃
Molecular Weight:560.719
Hs Code.:

Synonyms:3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

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Chemical Property of 3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

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Technology Process of 3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

There total 5 articles about 3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide 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: 95.0%

: 161357-46-6
N^β-(2-naphthylsulfonyl)-3-cyano-L-phenylalanyl-4-(methylsulfonyl)piperazide

: 161357-47-7
3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

Guidance literature:: With pyridine; TEA; hydrogen sulfide; for 48h; Ambient temperature;
DOI:10.1021/jm960668h

Reference yield:

: 93-11-8
2-Naphthalenesulfonyl chloride

: 161357-47-7
3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / N-methylmorpholine / dioxane; ethyl acetate / 16 h / Ambient temperature

2: 92 percent / 1N aq. HCl, AcOH / 2 h / Heating

3: 1.) HOBt, DCC, 2.) N-methylmorpholine / 1.) DMF, 1 h, 2.) DMF, RT, 20 h

4: 95 percent / H₂S(g), TEA, pyridine / 48 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; TEA; hydrogen sulfide; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate;
DOI:10.1021/jm960668h

Reference yield:

: (3-cyano)-L-phenylalanine methyl ester hydrochloride

: 161357-47-7
3-[(S)-3-(4-Methanesulfonyl-piperazin-1-yl)-2-(naphthalene-2-sulfonylamino)-3-oxo-propyl]-thiobenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 90 percent / N-methylmorpholine / dioxane; ethyl acetate / 16 h / Ambient temperature

2: 92 percent / 1N aq. HCl, AcOH / 2 h / Heating

3: 1.) HOBt, DCC, 2.) N-methylmorpholine / 1.) DMF, 1 h, 2.) DMF, RT, 20 h

4: 95 percent / H₂S(g), TEA, pyridine / 48 h / Ambient temperature

With 4-methyl-morpholine; pyridine; hydrogenchloride; TEA; hydrogen sulfide; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; In 1,4-dioxane; ethyl acetate;
DOI:10.1021/jm960668h