(S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one
• CAS No.: 1422767-00-7
• Molecular Formula: C₁₇H₂₂N₂O₄
• Molecular Weight: 318.373

Synonyms:(S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one

Chemical Property of (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one

There total 2 articles about (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)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: 81.0%

(S)-3-((3S,4S,5R)-2-benzhydryl-5-methyl-3-phenylisoxazolidine-4-carbonyl)-4-isopropyloxazolidin-2-one (1422766-99-1) → (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one (1422767-00-7)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; for 3h; Inert atmosphere; Reflux;

DOI:10.1016/j.tetasy.2013.01.016

Reference yield:

N-benzylidene-1,1-diphenylmethanamine N-oxide (3376-27-0) → (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one (1422767-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium(IV) dichlorodiisopropylate / dichloromethane / 216 h / 20 °C / Molecular sieve; Inert atmosphere

2: trifluoroacetic acid; triethylsilane / dichloromethane / 3 h / Inert atmosphere; Reflux

With triethylsilane; titanium(IV) dichlorodiisopropylate; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.tetasy.2013.01.016

Reference yield: 55.0%

(S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenylisoxazolidine-4-carbonyl)oxazolidin-2-one (1422767-00-7) + (S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) → (S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)isoxazolidine-4-carbonyl)oxazolidin-2-one (1422767-01-8)

Guidance literature:

With pyridine; In tetrachloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2013.01.016

upstream raw materials:

(S)-3-((3S,4S,5R)-2-benzhydryl-5-methyl-3-phenylisoxazolidine-4-carbonyl)-4-isopropyloxazolidin-2-one

N-benzylidene-1,1-diphenylmethanamine N-oxide

Downstream raw materials:

(S)-4-isopropyl-3-((3S,4S,5R)-5-methyl-3-phenyl-2-((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)isoxazolidine-4-carbonyl)oxazolidin-2-one

C₂₇H₂₉F₃N₂O₆

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