(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

Base Information

Chemical Name:(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate
CAS No.:1467092-18-7
Molecular Formula:C₂₇H₄₃NO₄
Molecular Weight:445.643
Hs Code.:

Synonyms:(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

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Chemical Property of (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

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Technology Process of (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

There total 6 articles about (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate 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: 40.0%

: C₂₇H₄₁NO₄

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1207472-61-4
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1467092-18-7
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In ethyl acetate; Inert atmosphere;
DOI:10.1016/j.tetlet.2013.09.010

Reference yield:

: 2216-51-5
(-)-menthol

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1207472-61-4
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1467092-18-7
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

2.1: tetrahydrofuran / 2 h / Inert atmosphere

2.2: 3 h / Inert atmosphere

3.1: dichloromethane / 0 - 20 °C / Inert atmosphere

4.1: dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

5.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; 4.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.09.010

Reference yield:

: 16832-20-5,32815-12-6,55284-67-8
(1R,2S,5R)-menthol bromoacetate

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4R)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1207472-61-4
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2R,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

: 1467092-18-7
(1R,2S,5R)-2-isopropyl-5-methylcyclohexyl (2S,4S)-4-((tert-butoxycarbonyl)amino)-2-methyl-5-phenylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetrahydrofuran / 2 h / Inert atmosphere

1.2: 3 h / Inert atmosphere

2.1: dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; dichloromethane; ethyl acetate; 3.1: |Wittig Olefination;
DOI:10.1016/j.tetlet.2013.09.010