(1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester

Base Information

• Chemical Name: (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester
• CAS No.: 858932-65-7
• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.349
• Mol file: 858932-65-7.mol

Synonyms:(1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester

Chemical Property of (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester

There total 13 articles about (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl 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: 34.0%

Acetic acid (E)-(S)-3-isopropyl-1-methyl-3-phenyl-hex-4-enyl ester (858932-64-6) → (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester (858932-65-7) + (1R,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester (858932-66-8)

Guidance literature:

With ozone; triphenylphosphine; In methanol; dichloromethane; at -78 ℃;

DOI:10.1055/s-2005-861856

Reference yield:

(E,S)-4-isopropyl-4-phenyl-5-hepten-2-one (858932-61-3) → (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester (858932-65-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / NaBH₄ / ethanol / 4 h / 20 °C

2: 99 percent / pyridine / 12 h / 20 °C

3: 34 percent / ozone; PPh₃ / CH₂Cl₂; methanol / -78 °C

With pyridine; sodium tetrahydroborate; ozone; triphenylphosphine; In methanol; ethanol; dichloromethane;

DOI:10.1055/s-2005-861856

Reference yield:

(E,S)-4-isopropyl-4-phenyl-5-hepten-2-ol (858932-63-5) → (1S,3R)-acetic acid 3-formyl-1,4-dimethyl-3-phenylpentyl ester (858932-65-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / pyridine / 12 h / 20 °C

2: 34 percent / ozone; PPh₃ / CH₂Cl₂; methanol / -78 °C

With pyridine; ozone; triphenylphosphine; In methanol; dichloromethane;

DOI:10.1055/s-2005-861856

upstream raw materials:

Acetic acid (E)-(S)-3-isopropyl-1-methyl-3-phenyl-hex-4-enyl ester

(E,S)-4-isopropyl-4-phenyl-5-hepten-2-one

(E,S)-4-isopropyl-4-phenyl-5-hepten-2-ol

(E,S)-2-isopropyl-3-phenyl-4-hexenoic acid

Downstream raw materials:

(2R,4S)-4-hydroxy-2-isopropyl-2-phenylpentanenitrile

Acetic acid (1S,3R)-3-cyano-1,4-dimethyl-3-phenyl-pentyl ester