6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one

Base Information

• Chemical Name: 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one
• CAS No.: 195324-77-7
• Molecular Formula: C₂₁H₂₈O₃
• Molecular Weight: 328.452
• Mol file: 195324-77-7.mol

Synonyms:6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one

Chemical Property of 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one

There total 7 articles about 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one 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: 85.0%

(Z)-(R)-7-(2-Benzyloxy-1-methyl-ethyl)-1-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-undeca-3,10-dien-5-one (195324-76-6) → 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one (195324-77-7)

Guidance literature:

With toluene-4-sulfonic acid;

DOI:10.1016/S0040-4039(97)21374-2

Reference yield:

(R)-(+)-7,7-dimethoxy-5-(1-methylethenyl)-2-heptanone (73770-45-3) → 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one (195324-77-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 68 percent / 9-BBN, H₂O₂

2: 81 percent / NaH

3: pyridine / 0 °C

4: potassium tert-butoxide / 2-methyl-propan-2-ol / 60 °C

5: 3N HCl / acetone

6: 2.) PCC, 3.) K₂CO₃

7: 85 percent / p-TsOH

With pyridine; hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; potassium tert-butylate; dihydrogen peroxide; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; In acetone; tert-butyl alcohol;

DOI:10.1016/S0040-4039(97)21374-2

Reference yield:

(R)-3-(2,2-Dimethoxy-ethyl)-2-methyl-heptane-1,6-diol (195324-73-3) → 6-[(R)-2-(2-Benzyloxy-1-methyl-ethyl)-hex-5-enyl]-2,3-dihydro-pyran-4-one (195324-77-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / NaH

2: pyridine / 0 °C

3: potassium tert-butoxide / 2-methyl-propan-2-ol / 60 °C

4: 3N HCl / acetone

5: 2.) PCC, 3.) K₂CO₃

6: 85 percent / p-TsOH

With pyridine; hydrogenchloride; potassium tert-butylate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; pyridinium chlorochromate; In acetone; tert-butyl alcohol;

DOI:10.1016/S0040-4039(97)21374-2

upstream raw materials:

(Z)-(R)-7-(2-Benzyloxy-1-methyl-ethyl)-1-(tert-butyl-dimethyl-silanyloxy)-3-methoxy-undeca-3,10-dien-5-one

(R)-(+)-7,7-dimethoxy-5-(1-methylethenyl)-2-heptanone

(R)-3-(2,2-Dimethoxy-ethyl)-2-methyl-heptane-1,6-diol

(R)-3-(2-Benzyloxy-1-methyl-ethyl)-hept-6-enal

Downstream raw materials:

(R)-7-(2-Benzyloxy-1-methyl-ethyl)-1-methyl-5,6,7,8-tetrahydro-naphthalen-2-ol

(R)-8-(2-Benzyloxy-1-methyl-ethyl)-octahydro-1-oxa-cyclobuta[1,2:1,4]dibenzen-4-one