(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one

Base Information

• Chemical Name: (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one
• CAS No.: 131832-48-9
• Molecular Formula: C₁₇H₂₃NO₄
• Molecular Weight: 305.374

Synonyms:(4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one

Chemical Property of (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one

Chemical Property:

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Technology Process of (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one

There total 10 articles about (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one 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: 98.0%

(S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) + isobutyraldehyde (78-84-2) → (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one (131832-48-9) + (S)-4-Benzyl-3-((2R,3S)-3-hydroxy-2,4-dimethyl-pentanoyl)-oxazolidin-2-one

Guidance literature:

(S)-4-benzyl-3-propionyl-2-oxazolidinone; With titanium tetrachloride; (-)-sparteine; In dichloromethane; at 0 ℃; for 0.333333h;

In dichloromethane; at -78 ℃; for 0.166667h;

isobutyraldehyde; In dichloromethane; at -78 - 0 ℃;

DOI:10.1021/jo001387r

Reference yield: 91.0%

(S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) + isovaleraldehyde (590-86-3) → (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one (131832-48-9)

Guidance literature:

(S)-4-benzyl-3-propionyl-2-oxazolidinone; With di-n-butylboryl trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 - 2 ℃; Inert atmosphere;

isovaleraldehyde; In dichloromethane; at -78 - -10 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201402255

Reference yield: 89.0%

(S)-4-benzyl-3-propionyl-2-oxazolidinone (131685-53-5,101711-78-8) + isobutyraldehyde (78-84-2) → (4S)-4-benzyl-3-[(2S,3R)-3-hydroxy-2,4-dimethylpentanoyl]oxazolidin-2-one (131832-48-9)

Guidance literature:

With dibutylboron triflate; triethylamine; In dichloromethane; 1.) -78 deg C, 20 min, 2.) 0 deg C;

upstream raw materials:

(S)-4-benzyl-3-propionyl-2-oxazolidinone

isobutyraldehyde

C₂₁H₃₂BNO₃

isovaleraldehyde

Downstream raw materials:

(5R,6R,7R)-5-Hydroxy-7-(4-methoxy-benzyloxy)-2,2,6,8-tetramethyl-nonan-3-one

(5S,6R,7R)-5-Hydroxy-7-(4-methoxy-benzyloxy)-2,2,6,8-tetramethyl-nonan-3-one

(4S,5R,6R)-4-Hydroxy-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-2-one

(4R,5R,6R)-4-Hydroxy-6-(4-methoxy-benzyloxy)-5,7-dimethyl-octan-2-one

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