(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

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Chemical Name:(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide
CAS No.:287182-89-2
Molecular Formula:C₃₄H₄₀N₆O₆S₂
Molecular Weight:692.86
Hs Code.:

(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

Synonyms:(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

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Chemical Property of (2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

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Technology Process of (2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

There total 7 articles about (2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide 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: 80.0%

: 186181-83-9
(4S)-N-[[[4-amino-5-(2-benzothiazolyl)-5-hydroxypentyl]amino]iminomethyl]-4-methylbenzenesulfonamide

: 182964-78-9
trans-1-acetyl-4-benzyloxy-L-proline

: 287182-89-2
(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

Guidance literature:: With 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jm030050p

Reference yield:

: 95-16-9
1,3-Benzothiazole

: 287182-89-2
(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: butyllithium / hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: hexane; tetrahydrofuran / 2 h / -70 - 20 °C

2.1: NaBH₄; methanol / 3 h / -30 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 23 °C

4.1: 80 percent / 1-hydroxybenzotriazole hydrate; 1,3-dicyclohexylcarbodiimide / dimethylformamide / 18 h / 20 °C

With methanol; sodium tetrahydroborate; n-butyllithium; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030050p

Reference yield:

: 140894-62-8
N^α-Boc-N^ω-tosylarginine N,O-dimethylamide

: 287182-89-2
(2S,4R)-1-acetyl-N-[(1S)-1-(2-benzothiazolylhydroxymethyl)-4-[[imino[[(4-methylphenyl)sulfonyl]amino]methyl]amino]butyl]-4-(phenylmethoxy)-2-pyrrolidinecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: butyllithium / hexane; tetrahydrofuran / 0.5 h / -70 °C

1.2: hexane; tetrahydrofuran / 2 h / -70 - 20 °C

2.1: NaBH₄; methanol / 3 h / -30 °C

3.1: trifluoroacetic acid / CH₂Cl₂ / 2 h / 23 °C

4.1: 80 percent / 1-hydroxybenzotriazole hydrate; 1,3-dicyclohexylcarbodiimide / dimethylformamide / 18 h / 20 °C

With methanol; sodium tetrahydroborate; n-butyllithium; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm030050p