S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate

Base Information

• Chemical Name: S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate
• CAS No.: 1384833-97-9
• Molecular Formula: C₁₅H₁₉NO₃S₂
• Molecular Weight: 325.453

Synonyms:S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate

Chemical Property of S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate

Chemical Property:

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Technology Process of S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate

There total 1 articles about S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate 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: 82.0%

benzyl (1S,2E)-4-hydroxy-1-methylbut-2-enylcarbamate (848983-58-4) + carbon disulfide (75-15-0,12122-00-8) + methyl iodide (74-88-4) → S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate (1384833-97-9)

Guidance literature:

benzyl (1S,2E)-4-hydroxy-1-methylbut-2-enylcarbamate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; hexane; at 20 ℃; for 3h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2012.05.032

Reference yield: 89.0%

S-methyl O-[(4S,2E)-4-(N-benzyloxycarbonyl)aminopent-2-enyl] dithiocarbonate (1384833-97-9) → S-methyl S-[(4S)-4-(N-benzyloxycarbonyl)aminopent-1-en-3-yl] dithiocarbonate

Guidance literature:

In toluene; for 18h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2012.05.032

upstream raw materials:

benzyl (1S,2E)-4-hydroxy-1-methylbut-2-enylcarbamate

carbon disulfide

methyl iodide

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