(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Base Information

Chemical Name:(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide
CAS No.:552298-24-5
Molecular Formula:C₂₄H₃₃NO₃
Molecular Weight:383.531
Hs Code.:

Synonyms:(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

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Chemical Property of (2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

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Technology Process of (2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

There total 4 articles about (2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 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: 97.0%

: 90344-49-3
(2R)-3-iodo-2-methylpropyl benzyl ether

: 159213-03-3
N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide

: 552298-24-5
(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide; With n-butyllithium; diisopropylamine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 23 ℃; for 1.33333h;

(2R)-3-iodo-2-methylpropyl benzyl ether; In tetrahydrofuran; hexane; at 0 ℃; for 18.5h;
DOI:10.1021/ol034243i

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 552298-24-5
(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: TiCl₄; iPr₂NEt / CH₂Cl₂ / 6 h / 0 °C

1.2: 68 percent / LiBH₄ / H₂O; tetrahydrofuran / 1 h / 0 °C

2.1: 96 percent / imidazole; I₂; PPh₃ / CH₂Cl₂ / 2 h / 0 °C

3.1: n-BuLi; LiCl; iPr₂NH / hexane; tetrahydrofuran / 1.33 h / -78 - 23 °C

3.2: 97 percent / hexane; tetrahydrofuran / 18.5 h / 0 °C

With 1H-imidazole; n-butyllithium; iodine; titanium tetrachloride; diisopropylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol034243i

Reference yield:

: 63930-46-1
(S)-3-benzyloxy-2-methylpropan-1-ol

: 552298-24-5
(2R,4S)-5-Benzyloxy-2,4-dimethyl-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / imidazole; I₂; PPh₃ / CH₂Cl₂ / 2 h / 0 °C

2.1: n-BuLi; LiCl; iPr₂NH / hexane; tetrahydrofuran / 1.33 h / -78 - 23 °C

2.2: 97 percent / hexane; tetrahydrofuran / 18.5 h / 0 °C

With 1H-imidazole; n-butyllithium; iodine; diisopropylamine; triphenylphosphine; lithium chloride; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol034243i