1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione

Base Information

• Chemical Name: 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione
• CAS No.: 188346-49-8
• Molecular Formula: C₂₅H₃₅NO₅Si
• Molecular Weight: 457.642
• Mol file: 188346-49-8.mol

Synonyms:1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione

Chemical Property of 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione

There total 2 articles about 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione 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: 80.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + (5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid (162465-29-4) → 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione (188346-49-8)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; for 28h; Ambient temperature;

DOI:10.1021/jm980706s

Reference yield:

(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester (162465-28-3) → 1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione (188346-49-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / 1 N aq. LiOH / acetone / 23.5 h / Ambient temperature

2: 80 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide / dimethylformamide / 28 h / Ambient temperature

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; acetone;

DOI:10.1021/jm980706s

Reference yield: 78.0%

1-<<(5S)-<<(1,1,-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione (188346-49-8) → 1-<<(5S)-hydroxy-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione (188346-50-1)

Guidance literature:

With hydrogen fluoride; In acetonitrile; at 0 - 25 ℃; for 5h;

DOI:10.1021/jm980706s

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid

(5S)-<<(1,1-dimethylethyl)dimethylsilyl>oxy>-(6R)-methyl-8-phenyl-(2E,7E)-octadienoic acid methyl ester

Downstream raw materials:

1-<<(5S)-hydroxy-(6R)-methyl-1-oxo-8-phenyl-(2E,7E)-octadienyl>oxy>-2,5-pyrrolidinedione

cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoylglycyl>

cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-D-valyl>

cyclo<2,2-dimethyl-β-alanyl-(2S)-2-hydroxy-4-(methylpentanoyl)-(2E,5S,6R,7E)-5-hydroxy-6-methyl-8-phenyl-2,7-octadienoyl-D-threonyl>