(1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate

Base Information

• Chemical Name: (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate
• CAS No.: 865535-06-4
• Molecular Formula: C₂₄H₃₂N₂O₆
• Molecular Weight: 444.528

Synonyms:(1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate

Chemical Property of (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate

There total 3 articles about (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate 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: 84.0%

acetyl chloride (75-36-5) + (1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate (865535-05-3) → (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate (865535-06-4)

Guidance literature:

With pyridine; dmap; In dichloromethane; Heating;

DOI:10.1002/adsc.200404245

Reference yield:

(-)-menthol (2216-51-5) → (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate (865535-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / DMAP; DCC / CH₂Cl₂ / 168 h / 20 °C

2: 84 percent / DMAP; pyridine / CH₂Cl₂ / Heating

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1002/adsc.200404245

Reference yield:

(S)-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester (59760-01-9,76497-31-9,46961-70-0) → (1'R,2'S,5'R)-menthyl 1-acetyl-3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate (865535-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / DMAP; DCC / CH₂Cl₂ / 168 h / 20 °C

2: 84 percent / DMAP; pyridine / CH₂Cl₂ / Heating

With pyridine; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1002/adsc.200404245

upstream raw materials:

acetyl chloride

(1'R,2'S,5'R)-menthyl 3-benzyloxycarbonyl-2-oxaimidazolidine-4(S)-carboxylate

(-)-menthol

(S)-2-oxo-imidazolidine-1,5-dicarboxylic acid 1-benzyl ester

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