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

Base Information

• Chemical Name: (2S,4R)-2-Benzyl-5-benzyloxy-4-hydroxy-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide
• CAS No.: 175979-72-3
• Molecular Formula: C₂₉H₃₅NO₄
• Molecular Weight: 461.601

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

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

Chemical Property:

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

There total 1 articles about (2S,4R)-2-Benzyl-5-benzyloxy-4-hydroxy-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:

(R)-benzyl glycidol (14618-80-5) + N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-phenylpropanamide (14980-86-0,42407-58-9) → (2S,4R)-2-Benzyl-5-benzyloxy-4-hydroxy-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (175979-72-3)

Guidance literature:

With (R)-benzyl glycidol; lithium chloride; lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 -> 23 deg C, 2.) THF, -5 deg C, 12 h;

DOI:10.1021/jo952032o

Reference yield: 94.0%

(2S,4R)-2-Benzyl-5-benzyloxy-4-hydroxy-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (175979-72-3) → (3S,5R)-3-Benzyl-5-benzyloxymethyl-dihydro-furan-2-one

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; at 95 ℃; for 1.5h;

DOI:10.1021/jo952032o

Reference yield: 90.0%

methyllithium (917-54-4) + (2S,4R)-2-Benzyl-5-benzyloxy-4-hydroxy-pentanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide (175979-72-3) → (3S,5R)-6-(benzyloxy)-5-hydroxy-3-(phenylmethyl)-2-hexanone

Guidance literature:

In diethyl ether; at -78 - 0 ℃;

DOI:10.1021/jo952032o

upstream raw materials:

(R)-benzyl glycidol

N-((1S,2S)-1-hydroxy-1-phenylpropan-2-yl)-N-methyl-3-phenylpropanamide

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