(3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one

Base Information

• Chemical Name: (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one
• CAS No.: 1258948-42-3
• Molecular Formula: C₁₈H₂₅NO₅S
• Molecular Weight: 367.466

Synonyms:(3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one

Chemical Property of (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one

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Technology Process of (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one

There total 5 articles about (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one 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: 75.0%

(S)-2-isobutyl-1-tosyl-aziridine (124575-31-1) + diethyl malonate (105-53-3) → (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one (1258948-42-3)

Guidance literature:

With potassium tert-butylate;

DOI:10.1016/S0040-4020(01)83439-6

Reference yield: 72.0%

C13H21NO3S (911650-95-8) + diethyl malonate (105-53-3) → (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one (1258948-42-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; Inert atmosphere; Reflux;

DOI:10.1002/ejoc.201000914

Reference yield: 66.0%

(S)-4-methyl-2-(4-methylphenylsulfonamido)pentyl 4-methylbenzenesulfonate (87601-32-9) + diethyl malonate (105-53-3) → (3RS,5S)-3-ethoxycarbonyl-5-(2-methylpropyl)-1-toluene-p-sulphonylpyrrolidin-2-one (1258948-42-3)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/S0040-4020(01)83439-6

upstream raw materials:

(S)-4-methyl-2-(4-methylphenylsulfonamido)pentyl 4-methylbenzenesulfonate

diethyl malonate

(S)-2-isobutyl-1-tosyl-aziridine

(S)-2-amino-4-methylpentan-1-ol

Downstream raw materials:

(5R)-1-benzoyl-5-(2-methylpropyl)pyrrolidin-2-one

isoaspochalasin C

(5S,4'S,5'S,8'EZ,10'E,12'E)-N-benzoyl-3-(8,12-dimethyl-4,5-isopropylidenedioxy-1-oxotetradeca-8,10,12-trienyl)-5-(2-methylpropyl)-Δ³-pyrrolin-2-one

(S)-1-Benzoyl-3-{3-[(4S,5S)-5-((3E,5E,7E)-3,7-dimethyl-nona-3,5,7-trienyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-propionyl}-5-isobutyl-pyrrolidin-2-one

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