(1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

Base Information

• Chemical Name: (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol
• CAS No.: 1338601-15-2
• Molecular Formula: C₁₇H₁₅FO₂
• Molecular Weight: 270.303
• Mol file: 1338601-15-2.mol

Synonyms:(1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

Chemical Property of (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

There total 2 articles about (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol 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:

1,4-epoxy-1,4-dihydronaphthalene (573-57-9) + 2-(2-fluoro-5-methoxyphenyl)-1,3,2-dioxaborolane (1338601-24-3) → (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol (1338601-15-2) + (1S,2R)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; caesium carbonate; In tetrahydrofuran; water; at 20 ℃; for 16h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo201781x

Reference yield:

2-fluoro-5-methoxyphenylboronic acid (406482-19-7) → (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol (1338601-15-2) + (1S,2R)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 24 h / 150 °C

2: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; caesium carbonate / tetrahydrofuran; water / 16 h / 20 °C / Inert atmosphere

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R)-1-[(S)-2-(diphenylphosphino)ferrocenyl]ethyl-di-tert-butylphosphine; caesium carbonate; In tetrahydrofuran; water; toluene;

DOI:10.1021/jo201781x

Reference yield: 83.0%

(1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2-dihydronaphthalen-1-ol (1338601-15-2) → (1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2,3,4-tetrahydronaphthalen-1-ol (1338601-59-4)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; water; at 70 ℃; for 15h;

DOI:10.1021/jo201781x

upstream raw materials:

1,4-epoxy-1,4-dihydronaphthalene

2-(2-fluoro-5-methoxyphenyl)-1,3,2-dioxaborolane

2-fluoro-5-methoxyphenylboronic acid

Downstream raw materials:

(1R,2S)-2-(2-fluoro-5-methoxyphenyl)-1,2,3,4-tetrahydronaphthalen-1-ol