(2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine

Base Information

• Chemical Name: (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine
• CAS No.: 153836-32-9
• Molecular Formula: C₁₇H₂₅N₃O₂S
• Molecular Weight: 335.47

Synonyms:(2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine

Chemical Property of (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine

Chemical Property:

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Technology Process of (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine

There total 2 articles about (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine 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:

azetidin-3-amine dihydrogen chloride (102065-89-4) + (2S,4S)-4-(4-methoxy-benzylthio)-1-methyl-2-pyrrolidinecarboxylic acid (127423-28-3) → (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine (153836-32-9)

Guidance literature:

(2S,4S)-4-(4-methoxy-benzylthio)-1-methyl-2-pyrrolidinecarboxylic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 40 ℃; for 1h;

azetidin-3-amine dihydrogen chloride; With N-ethyl-N,N-diisopropylamine; In methanol; acetonitrile; at 20 ℃; for 1.5h;

DOI:10.7164/antibiotics.54.1080

Reference yield:

→ (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine (153836-32-9)

Guidance literature:

Reference yield:

4-nitrobenzyl chloroformate (4457-32-3) + (2S,4S)-2-(3-aminoazetidin-1-ylcarbonyl]-4-(4-methoxybenzylthio)-1-methylpyrrolidine (153836-32-9) → (2S,4S)-4-(4-methoxybenzylthio)-1-methyl-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]pyrrolidine (153836-33-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.5h;

DOI:10.7164/antibiotics.54.1080

upstream raw materials:

azetidin-3-amine dihydrogen chloride

(2S,4S)-4-(4-methoxy-benzylthio)-1-methyl-2-pyrrolidinecarboxylic acid

Downstream raw materials:

(2S,4S)-4-(4-methoxybenzylthio)-1-methyl-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]pyrrolidine

(2S,4S)-4-mercapto-1-methyl-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-yl-carbonyl]pyrrolidine

4-nitrobenzyl (1R,5S,6S)-6-[(R)-1-hydroxyethyl]-1-methyl-2-[(2S,4S)-1-methyl-2-[3-(4-nitrobenzyloxycarbonylamino)azetidin-1-ylcarbonyl]pyrrolidin-4-ylthio]-1-carbapen-2-em-3-carboxylate

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