2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione
• CAS No.: 637337-20-3
• Molecular Formula: C₃₄H₃₆N₂O₆
• Molecular Weight: 568.67
• Mol file: 637337-20-3.mol

Synonyms:2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

Chemical Property of 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione

There total 6 articles about 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione 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: 95.0%

isobutene (115-11-7,15220-85-6) + (S)-3-<(R)-3-hydroxy-1-oxo-2-(phthalimidomethyl)propyl>-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one (218800-60-3) → 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione (637337-20-3)

Guidance literature:

With sulfuric acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1002/hlca.200490280

Reference yield:

3-phthalimidopropionyl chloride (17137-11-0) → 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione (637337-20-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: BuLi / tetrahydrofuran; hexane / cooling

1.2: 86 percent / tetrahydrofuran; hexane / 48 h / 20 °C

2.1: NEt₃; TiCl₄ / CH₂Cl₂ / 0.5 h / -10 °C

2.2: 89 percent / TiCl₄ / CH₂Cl₂ / -10 - 0 °C

3.1: 95 percent / H₂SO₄ / CH₂Cl₂ / 72 h / 20 °C

With n-butyllithium; sulfuric acid; titanium tetrachloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/hlca.200490280

Reference yield:

3-phthalimidopropanoic acid (3339-73-9) → 2-[(2R)-2-[(1,1-dimethylethoxy)methyl]-3-[(4S)-4-(1-methylethyl)-2-oxo-5,5-diphenyloxazolidin-3-yl]-3-oxopropyl]-1H-isoindole-1,3(2H)-dione (637337-20-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 100 percent / (COCl)2 / CH₂Cl₂; dioxane / 20 °C

2.1: BuLi / tetrahydrofuran; hexane / cooling

2.2: 86 percent / tetrahydrofuran; hexane / 48 h / 20 °C

3.1: NEt₃; TiCl₄ / CH₂Cl₂ / 0.5 h / -10 °C

3.2: 89 percent / TiCl₄ / CH₂Cl₂ / -10 - 0 °C

4.1: 95 percent / H₂SO₄ / CH₂Cl₂ / 72 h / 20 °C

With n-butyllithium; oxalyl dichloride; sulfuric acid; titanium tetrachloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;

DOI:10.1002/hlca.200490280

upstream raw materials:

isobutene

(S)-3-<(R)-3-hydroxy-1-oxo-2-(phthalimidomethyl)propyl>-4-(1-methylethyl)-5,5-diphenyloxazolidin-2-one

phthalic anhydride

3-phthalimidopropionyl chloride

Downstream raw materials:

2-({[(2R)-2-carboxy-3-(1,1-dimethylethoxy)propyl]amino}carbonyl)benzoic acid

prop-2-en-1-yl (2R)-3-(1,1-dimethylethoxy)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]propanoate

(2R)-3-(1,1-dimethylethoxy)-2-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]propanoic acid

benzyl (R)-2-(aminomethyl)-3-(tert-butoxy)propanoate