(-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline

Base Information

• Chemical Name: (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline
• CAS No.: 80317-59-5
• Molecular Formula: C₂₅H₃₃NO₂
• Molecular Weight: 379.543
• Mol file: 80317-59-5.mol

Synonyms:(-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline

Chemical Property of (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline

There total 10 articles about (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline 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: 87.0%

sodium menthoxide (27303-99-7) + 2-<2-(1-bromonaphthyl)>-4,4-dimethyl-Δ2-oxazoline (93530-92-8) → (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ2-oxazoline (80317-59-5)

Guidance literature:

In N,N-dimethyl-formamide; at 50 ℃; for 5h;

DOI:10.1021/ja00367a054

Reference yield: 70.0%

sodium menthoxide (27303-99-7) + 2-<2-(1-methoxynaphthyl)>-4,4-dimethyl-Δ2-oxazoline (78265-10-8) → (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ2-oxazoline (80317-59-5)

Guidance literature:

at 90 ℃; for 3.5h;

DOI:10.1021/ja00367a054

Reference yield:

1-bromo-2-naphthoic acid (20717-79-7) → (-)-2-<2-(1-(1R,3R,4S)-menthoxynaphthyl)>-4,4-dimethyl-Δ2-oxazoline (80317-59-5)

Guidance literature:

Multi-step reaction with 4 steps

1: SOCl₂, DMF / Heating

3: 74 percent / SOCl₂ / benzene; CH₂Cl₂ / 0 °C

4: 1.) NaH / 1.) DMF, 50 deg C, 3 h, 2.) 50 deg C, 5 h

With thionyl chloride; sodium hydride; N,N-dimethyl-formamide; In dichloromethane; benzene;

DOI:10.1021/jo00199a036

upstream raw materials:

sodium menthoxide

2-<2-(1-bromonaphthyl)>-4,4-dimethyl-Δ²-oxazoline

2-<2-(1-methoxynaphthyl)>-4,4-dimethyl-Δ²-oxazoline

l-menthol

Downstream raw materials:

(S_a)-[1,1'-binaphthalene]-2-carboxylic acid

(S)-[1,1']-binaphthalenyl-2,2'-diol

1,1'-binaphthyl-2,2'-dicarboxylic acid