(1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate

Base Information

• Chemical Name: (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate
• CAS No.: 98210-62-9
• Molecular Formula: C₂₇H₃₅NO₄
• Molecular Weight: 437.579

Synonyms:(1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate

Chemical Property of (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate

Chemical Property:

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Technology Process of (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate

There total 3 articles about (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate 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: 89.0%

(-)-menthol (2216-51-5) + (S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate (769922-77-2) → (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate (98210-62-9)

Guidance literature:

With dmap; In tetrahydrofuran; at 65 ℃; for 0.25h; microwave irradiation;

DOI:10.1055/s-2006-950349

Reference yield:

N-Cbz-L-Phe (1161-13-3) → (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate (98210-62-9)

Guidance literature:

Multi-step reaction with 2 steps

1: nitromethane / 0.08 h / Ambient temperature

2: nitromethane; tetrahydrofuran / 3 h / Ambient temperature

In tetrahydrofuran; nitromethane;

DOI:10.1021/ja00195a043

Reference yield:

(-)-menthol (2216-51-5) + Trifluoro-methanesulfonate3-((S)-2-benzyloxycarbonylamino-3-phenyl-propionyl)-1-methyl-3H-imidazol-1-ium; → (1R,2R,5R)-2-isopropyl-5-methylcyclohexyl (S)-2-[(benzyloxycarbonyl)amino]-3-phenylpropanoate (98210-62-9)

Guidance literature:

In tetrahydrofuran; nitromethane; for 3h; Yield given; Ambient temperature;

DOI:10.1021/ja00195a043

upstream raw materials:

(-)-menthol

(S)-benzyl (1-(1H-benzo[d][1,2,3]triazol-1-yl)-1-oxo-3-phenylpropan-2-yl)carbamate

N-Cbz-L-Phe

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