(S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester

Base Information

• Chemical Name: (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester
• CAS No.: 250697-77-9
• Molecular Formula: C₃₁H₄₇N₃O₆S₂
• Molecular Weight: 621.863

Synonyms:(S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester

Chemical Property of (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester

Chemical Property:

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Technology Process of (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester

There total 6 articles about (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester 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:

(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienoic acid (462-66-8) + (S)-2-[4-(3-Amino-propionylamino)-benzenesulfonylamino]-4-methylsulfanyl-butyric acid methyl ester; hydrochloride → (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester (250697-77-9)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/S0968-0896(99)00165-0

Reference yield:

(S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride (2491-18-1) → (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester (250697-77-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NMM / CH₂Cl₂ / 0 - 20 °C

2.1: SnCl₂*H₂O / ethyl acetate / 2 h / Heating

3.1: isobutyl chloroformate; NMM / dimethylformamide / 0.08 h / -15 °C

3.2: dimethylformamide / -15 - 20 °C

4.1: 4N HCl / dioxane / 2 h / 20 °C

5.1: PyBOP; DIPEA / dimethylformamide / 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; isobutyl chloroformate; In 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Reduction / 3.1: Acylation / 3.2: Substitution / 4.1: Hydrolysis / 5.1: Acylation;

DOI:10.1016/S0968-0896(99)00165-0

Reference yield:

4-Nitrobenzenesulfonyl chloride (98-74-8) → (S)-4-Methylsulfanyl-2-{4-[3-((3E,7E)-4,8,12-trimethyl-trideca-3,7,11-trienoylamino)-propionylamino]-benzenesulfonylamino}-butyric acid methyl ester (250697-77-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NMM / CH₂Cl₂ / 0 - 20 °C

2.1: SnCl₂*H₂O / ethyl acetate / 2 h / Heating

3.1: isobutyl chloroformate; NMM / dimethylformamide / 0.08 h / -15 °C

3.2: dimethylformamide / -15 - 20 °C

4.1: 4N HCl / dioxane / 2 h / 20 °C

5.1: PyBOP; DIPEA / dimethylformamide / 20 °C

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; tin(ll) chloride; isobutyl chloroformate; In 1,4-dioxane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Reduction / 3.1: Acylation / 3.2: Substitution / 4.1: Hydrolysis / 5.1: Acylation;

DOI:10.1016/S0968-0896(99)00165-0

upstream raw materials:

(3E,7E)-4,8,12-trimethyltrideca-3,7,11-trienoic acid

(S)-methyl 2-amino-4-(methylthio)butanoate hydrochloride

4-Nitrobenzenesulfonyl chloride

(S)-2-(4-Amino-benzenesulfonylamino)-4-methylsulfanyl-butyric acid methyl ester

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