erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one

Base Information

• Chemical Name: erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one
• CAS No.: 71699-17-7
• Molecular Formula: C₁₆H₂₆O₃Si
• Molecular Weight: 294.466
• Mol file: 71699-17-7.mol

Synonyms:erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one

Chemical Property of erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one

There total 3 articles about erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-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: 78.0%

2-methyl-2-(trimethylsilyloxy)-3-pentanone (72507-50-7) + benzaldehyde (100-52-7) → erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one (71699-17-7)

Guidance literature:

2-methyl-2-(trimethylsilyloxy)-3-pentanone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

DOI:10.15227/orgsyn.063.0089

Reference yield: 69.0%

2-methyl-2-(trimethylsilyloxy)-3-pentanone (72507-50-7) + benzaldehyde (100-52-7) → erythro-1-hydroxy-2,4-dimethyl-4-trimethylsilyloxy-1-(1-naphthyl)pentan-3-one (64869-23-4,71699-17-7,71699-18-8,129261-39-8)

Guidance literature:

With n-butyllithium; (S)-N-isopropyl-O-methylvalinol; diisopropylamine; In tetrahydrofuran; at -70 ℃; for 0.0833333h;

DOI:10.1016/S0040-4020(01)81078-4

Reference yield:

2-hydroxy-2-methyl-pentan-3-one (2834-17-5) → erythro-2-<(trimethylsilyl)oxy>-5-hydroxy-2,4-dimethyl-5-phenylpentan-3-one (71699-17-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / 100 °C

2: 1) lithium diisopropylamide / 1) THF, hexane, -70 deg C, 30 min; 2) -70 deg C, 10 min

With lithium diisopropyl amide;

DOI:10.1021/jo01294a030

upstream raw materials:

2-methyl-2-(trimethylsilyloxy)-3-pentanone

benzaldehyde

2-hydroxy-2-methyl-pentan-3-one

Downstream raw materials:

syn-3-hydroxy-2-methyl-3-phenylpropanoic acid

2,4-Dimethyl-1-phenyl-1-(tetrahydropyranyloxy)-4-(trimethylsiloxy)-3-pentanone