Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester

Base Information

• Chemical Name: Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester
• CAS No.: 197707-04-3
• Molecular Formula: C₃₆H₄₂N₂O₁₂
• Molecular Weight: 694.736
• Mol file: 197707-04-3.mol

Synonyms:Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester

Chemical Property of Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester

There total 2 articles about Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) 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: 99.0%

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) + adamantane-1,3-dicarbonyl dichloride → Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester (197707-04-3)

Guidance literature:

With dmap; In dichloromethane; acetonitrile; for 12h; Ambient temperature;

DOI:10.1021/ja971517m

Reference yield:

1,3-adamantanedicarbonyl chloride (29713-15-3) + N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) → Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester (197707-04-3)

Guidance literature:

DOI:10.1016/S0040-4039(02)00979-6

Reference yield:

N-(benzyloxycarbonyl)-L-serine (1145-80-8) + Adamantane-1,3-dicarboxylic acid bis-((S)-2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl) ester (197707-04-3) → Adamantane-1,3-dicarboxylic acid bis-[(S)-2-((S)-2-benzyloxycarbonylamino-3-hydroxy-propionylamino)-2-methoxycarbonyl-ethyl] ester

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; dicyclohexyl-carbodiimide; palladium on activated charcoal; Yield given. Multistep reaction; 1.) EtOAc, 2.) CH₂Cl₂, room temp., 24 h;

DOI:10.1021/ja971517m

upstream raw materials:

N-benzyloxycarbonyl-L-serine methyl ester

1,3-adamantanedicarbonyl chloride