2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester

Base Information

• Chemical Name: 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester
• CAS No.: 404890-51-3
• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.317
• Mol file: 404890-51-3.mol

Synonyms:2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester

Chemical Property of 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester

There total 3 articles about 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl 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: 76.0%

(R)-3-Acryloyloxy-2,2-dimethyl-hex-5-enoic acid benzyl ester (404890-50-2) → 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester (404890-51-3)

Guidance literature:

Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1021/ol016938u

Reference yield:

benzyl 2,2-dimethyl-3-oxopropanoate (97518-80-4) → 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester (404890-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (+)-Ipc₂BOMe / diethyl ether / 3 h / -78 - 20 °C

1.2: 79 percent / diethyl ether / 4 h / -78 °C

2.1: 83 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 1 h / 0 °C

3.1: 76 percent / Grubbs' imidazolidinyl ruthenium complex / CH₂Cl₂ / 4 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; (+)-B-methoxydiisocamphenylborane; Grubbs catalyst first generation; In diethyl ether; dichloromethane;

DOI:10.1021/ol016938u

Reference yield:

(R)-3-Hydroxy-2,2-dimethyl-hex-5-enoic acid benzyl ester (404890-49-9) → 2-methyl-2-(6-oxo-3,6-dihydro-2H-pyran-2-yl)-propionic acid benzyl ester (404890-51-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / i-Pr₂NEt; DMAP / CH₂Cl₂ / 1 h / 0 °C

2: 76 percent / Grubbs' imidazolidinyl ruthenium complex / CH₂Cl₂ / 4 h / 20 °C

With dmap; N-ethyl-N,N-diisopropylamine; Grubbs catalyst first generation; In dichloromethane;

DOI:10.1021/ol016938u

upstream raw materials:

(R)-3-Acryloyloxy-2,2-dimethyl-hex-5-enoic acid benzyl ester

benzyl 2,2-dimethyl-3-oxopropanoate

(R)-3-Hydroxy-2,2-dimethyl-hex-5-enoic acid benzyl ester

Downstream raw materials:

2-((R)-6-Hydroxy-tetrahydro-pyran-2-yl)-2-methyl-propionic acid benzyl ester

2-Methyl-2-((R)-6-oxo-tetrahydro-pyran-2-yl)-propionic acid benzyl ester

2-{(2R,6S)-6-[(2R,4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-2,4-dihydroxy-5-methyl-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester

2-{(2R,6S)-6-[(4R,5S)-7-((2S,6R)-6-Allyl-tetrahydro-pyran-2-yl)-4-hydroxy-5-methyl-2-oxo-heptyl]-tetrahydro-pyran-2-yl}-2-methyl-propionic acid benzyl ester