2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester

Base Information

• Chemical Name: 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester
• CAS No.: 696641-89-1
• Molecular Formula: C₁₈H₂₅NO₄
• Molecular Weight: 319.401

Synonyms:2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester

Chemical Property of 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester

Chemical Property:

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Technology Process of 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester

There total 1 articles about 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl 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: 96.0%

2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one (497157-61-6) + methyl iodide (74-88-4) → 2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester (696641-89-1)

Guidance literature:

2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one; With potassium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2004.02.022

Reference yield:

2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester (696641-89-1) → (S)-pantolactone (79-50-5,599-04-2,5405-40-3,52126-90-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: DIBAL-H / tetrahydrofuran / -78 - 20 °C

2.1: NaH / tetrahydrofuran

3.1: liquid ammonia; Na / tetrahydrofuran / 0.05 h / -78 °C

3.2: 63 percent / MeOH / tetrahydrofuran / 20 °C

4.1: BBr₃ / CH₂Cl₂ / -78 - -15 °C

4.2: H₂O / CH₂Cl₂ / 0.25 h / -15 °C

4.3: 70 percent / H₂SO₄ / CH₂Cl₂ / -15 - 20 °C

With ammonia; sodium; boron tribromide; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2004.02.022

Reference yield:

2-((2S,5S,6R)-4,5-Dimethyl-3-oxo-6-phenyl-morpholin-2-yl)-2-methyl-propionic acid ethyl ester (696641-89-1) → (2S,5S,6R)-2-(2-Hydroxy-1,1-dimethyl-ethyl)-4,5-dimethyl-6-phenyl-morpholin-3-one

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/j.tetasy.2004.02.022

upstream raw materials:

2S,5S,6R-2-carbethoxymethyl-4,5-dimethyl-6-phenyl-morpholin-3-one

methyl iodide

Downstream raw materials:

(S)-pantolactone

2S,5S,6R-4,5-dimethyl-6-phenyl-2-(1,1-dimethyl-2-methoxy ethyl) morpholin-3-one

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