5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide

Base Information

• Chemical Name: 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide
• CAS No.: 75677-70-2
• Molecular Formula: C₂₂H₂₃ClO₅
• Molecular Weight: 402.875
• Mol file: 75677-70-2.mol

Synonyms:

Chemical Property of 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide

There total 9 articles about 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide 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:

3-(4-(benzyloxy)phenyl)propanal (68486-77-1) → 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide (75677-70-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 50percent NaH / tetrahydrofuran / 2 h / -20 °C

2: 96.6 percent / Zn / benzene / 1 h / Heating

3: aq. NaOH / methanol

4: 79.5 percent / NaHCO₃, Br₂ / methanol / 1 h / -70 °C

5: 88.7 percent / tri-n-butyltin hydride / tetrahydrofuran / Heating

6: 3.92 g / H₂ / 5percent Pd-C / ethyl acetate

7: 0.076 g / K₂CO₃, NaI / butan-2-one / 5 h / Heating

With sodium hydroxide; hydrogen; bromine; tri-n-butyl-tin hydride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; butanone; benzene;

DOI:10.1248/cpb.28.1509

Reference yield:

6-(p-benzyloxyphenyl)-trans-3-hexen-2-one (75676-90-3) → 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide (75677-70-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 96.6 percent / Zn / benzene / 1 h / Heating

2: aq. NaOH / methanol

3: 79.5 percent / NaHCO₃, Br₂ / methanol / 1 h / -70 °C

4: 88.7 percent / tri-n-butyltin hydride / tetrahydrofuran / Heating

5: 3.92 g / H₂ / 5percent Pd-C / ethyl acetate

6: 0.076 g / K₂CO₃, NaI / butan-2-one / 5 h / Heating

With sodium hydroxide; hydrogen; bromine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium carbonate; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; butanone; benzene;

DOI:10.1248/cpb.28.1509

Reference yield:

6-(p-benzyloxyphenyl)-4-hydroxyhexan-2-one (75677-79-1) → 5H-r,7--cis-3-hydroxy-trans-3-methylheptan-5-olide (75677-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.666 g / pyridine / CH₂Cl₂ / 2 h / 0 °C

2: Zn, 15percent Et₂AlCl / tetrahydrofuran; heptane / 7 h / Ambient temperature

3: 3.92 g / H₂ / 5percent Pd-C / ethyl acetate

4: 0.076 g / K₂CO₃, NaI / butan-2-one / 5 h / Heating

With pyridine; hydrogen; diethylaluminium chloride; potassium carbonate; sodium iodide; zinc; palladium on activated charcoal; In tetrahydrofuran; n-heptane; dichloromethane; ethyl acetate; butanone;

DOI:10.1248/cpb.28.1509

upstream raw materials:

6-(p-benzyloxyphenyl)-trans-3-hexen-2-one

3-(4-(benzyloxy)phenyl)propanal

6-(p-benzyloxyphenyl)-4-hydroxyhexan-2-one

5H-r,7-(p-benzyloxyphenyl)-cis-4-bromo-cis-3-hydroxy-trans-3-methylheptan-5-olide

Refernces