(R)-3-(benzyloxy)-3-methy-5-hexanolide

Base Information

• Chemical Name: (R)-3-(benzyloxy)-3-methy-5-hexanolide
• CAS No.: 145263-42-9
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• Mol file: 145263-42-9.mol

Synonyms:(R)-3-(benzyloxy)-3-methy-5-hexanolide

Chemical Property of (R)-3-(benzyloxy)-3-methy-5-hexanolide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-(benzyloxy)-3-methy-5-hexanolide

There total 16 articles about (R)-3-(benzyloxy)-3-methy-5-hexanolide 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: 64.0%

(S)-3-(benzyloxy)-3-methylhex-5-en-1-ol (943154-99-2) → (R)-3-(benzyloxy)-3-methy-5-hexanolide (145263-42-9)

Guidance literature:

With sodium hydroxide; ozone; In methanol; dichloromethane; at -78 - 20 ℃;

DOI:10.1055/s-2007-965956

Reference yield:

(2R,3S)-3-(benzyloxy)-1,2-(cyclohexylidenedioxy)-3-methylhex-5-ene (943154-95-8) → (R)-3-(benzyloxy)-3-methy-5-hexanolide (145263-42-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 81 percent / aq. TFA / CH₂Cl₂ / 0 °C

2: 75 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

3: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

4: 0.314 g / lithium aluminum hydride / tetrahydrofuran / 4 h / Heating

5: 64 percent / O₃; aq. NaOH / CH₂Cl₂; methanol / -78 - 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; ozone; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-2007-965956

Reference yield:

(2R,3S)-3-(benzyloxy)-3-methylhex-5-ene-1,2-diol (943154-96-9) → (R)-3-(benzyloxy)-3-methy-5-hexanolide (145263-42-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 75 percent / Et₃N / CH₂Cl₂ / 1.5 h / 0 °C

2: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

3: 0.314 g / lithium aluminum hydride / tetrahydrofuran / 4 h / Heating

4: 64 percent / O₃; aq. NaOH / CH₂Cl₂; methanol / -78 - 20 °C

With sodium hydroxide; lithium aluminium tetrahydride; ozone; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1055/s-2007-965956

upstream raw materials:

(R)-3-benzyloxy-3-methylhex-5-enoic acid

(S)-3-(benzyloxy)-3-methylhex-5-en-1-ol

(2R,3S)-1,2-(cyclohexylidenedioxy)-3-methylhex-5-en-3-ol

(2R,3S)-3-(benzyloxy)-1,2-(cyclohexylidenedioxy)-3-methylhex-5-ene