(+)-2-phenylnopinol

Base Information

• Chemical Name: (+)-2-phenylnopinol
• CAS No.: 124355-70-0
• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.323
• Mol file: 124355-70-0.mol

Synonyms:(+)-2-phenylnopinol

Chemical Property of (+)-2-phenylnopinol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-2-phenylnopinol

There total 4 articles about (+)-2-phenylnopinol 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: 73.0%

(1R,5S)-(+)-nopinone (38651-65-9) + phenyllithium (591-51-5) → (+)-2-phenylnopinol (124355-70-0)

Guidance literature:

In diethyl ether; 0 deg C, then room temp., 14 h;

DOI:10.1021/jo00291a021

Reference yield:

(1R,5S)-(+)-nopinone (38651-65-9) + phenylmagnesium bromide (100-58-3) → (+)-2-phenylnopinol (124355-70-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo3015775

Reference yield:

beta-pinene (18172-67-3,19902-08-0,25719-60-2) → (+)-2-phenylnopinol (124355-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) dimethyl sulfide / 1.) MeOH, methylenchloride, -78 deg C, 2.) -78 deg C, then room temp., 36 h

2: diethyl ether / 0 deg C, then room temp., 14 h

With dimethylsulfide; ozone; In diethyl ether;

DOI:10.1021/jo00291a021

upstream raw materials:

(1R,5S)-(+)-nopinone

phenyllithium

beta-pinene

phenylmagnesium bromide

Downstream raw materials:

(-)-2-phenylapopinene

(+)-2-phenylapoisopinocampheol

3-Oxo-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-phenyl-bicyclo[3.1.1]hept-3-yl ester

3-Hydroxy-butyric acid (1S,2R,3S,5R)-6,6-dimethyl-2-phenyl-bicyclo[3.1.1]hept-3-yl ester