(1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate

Base Information

• Chemical Name: (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate
• CAS No.: 248955-14-8
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424
• Mol file: 248955-14-8.mol

Synonyms:(1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate

Chemical Property of (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate

There total 1 articles about (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate 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: 43.0%

(S)-Methyl mandelate (21210-43-5) + (+/-)-(4E)-2,4-dimethylnona-4,8-dienoic acid (248955-13-7) → (1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate (248955-14-8) + (1S)-methyl 1-phenylethanoate (2S,4E)-2,4-dimethyl-4,8-nonadienoate (248955-16-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;

DOI:10.1039/b302460a

Reference yield:

(1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate (248955-14-8) → (R)-2-Methyl-4-oxo-pentanoic acid (S)-methoxycarbonyl-phenyl-methyl ester

Guidance literature:

With dimethylsulfide; ozone; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1039/b302460a

Reference yield:

(1S)-(methoxycarbonyl)phenylmethyl (2R,4E)-2,4-dimethyl-4,8-nonadienoate (248955-14-8) → (2R)-(+)-2-methyl-4-oxopentanoic acid (614759-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: O₃; Me₂S / CH₂Cl₂; methanol / -78 - 20 °C

2: 12.7 mg / aq. LiOH / tetrahydrofuran / 4 h / 30 °C

With lithium hydroxide; dimethylsulfide; ozone; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1039/b302460a

upstream raw materials:

(S)-Methyl mandelate

(+/-)-(4E)-2,4-dimethylnona-4,8-dienoic acid

Downstream raw materials:

(2R)-(+)-2-methyl-4-oxopentanoic acid