(2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Base Information

• Chemical Name: (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester
• CAS No.: 406479-04-7
• Molecular Formula: C₂₆H₃₇NO₄
• Molecular Weight: 427.584

Synonyms:(2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Chemical Property of (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester

Chemical Property:

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Technology Process of (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester

There total 2 articles about (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl 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: 71.0%

p-Methoxybenzyl bromide (2746-25-0) + (2R)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester → (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester (406479-04-7)

Guidance literature:

(2R)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester; With sodium hydride; In N,N-dimethyl-formamide; for 0.25h;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; at 0 - 25 ℃; for 15.5h;

DOI:10.1016/S0968-0896(01)00287-5

Reference yield:

4-Methoxybenzyl alcohol (105-13-5) → (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester (406479-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: conc. HBr / 0.25 h

2.1: NaH / dimethylformamide / 0.25 h

2.2: 71 percent / dimethylformamide / 15.5 h / 0 - 25 °C

With hydrogen bromide; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(01)00287-5

Reference yield:

(2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl ester (406479-04-7) → (2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline (406479-05-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 25 ℃; for 48h;

DOI:10.1016/S0968-0896(01)00287-5

upstream raw materials:

p-Methoxybenzyl bromide

4-Methoxybenzyl alcohol

Downstream raw materials:

(2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoproline

(2R)-1-(4-methoxybenzyl)-2-(prop-2-enyl)-5-oxoprolyl-L-phenylalanine benzyl ester

N^α-[(5R)-2,6-dioxo-1-(4-methoxybenzyl)-1-azaspiro[5.4]nonyl]-L-phenylalanine benzyl ester

(2R)-1-(4-methoxybenzyl)-2-(3-hydroxypropyl)-5-oxoprolyl-L-phenylalanine benzyl ester

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