(1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol

Base Information

• Chemical Name: (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol
• CAS No.: 1092115-10-0
• Molecular Formula: C₁₈H₁₈O₃
• Molecular Weight: 282.339
• Mol file: 1092115-10-0.mol

Synonyms:(1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol

Chemical Property of (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol

There total 4 articles about (1R,2S)-5,8-dimethoxy-2-phenyl-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: 96.0%

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene (26002-73-3) + phenylboronic acid (98-80-6) → (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol (1092115-10-0)

Guidance literature:

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene; With palladium diacetate; zinc trifluoromethanesulfonate; (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl; In tetrahydrofuran; at -40 ℃; Inert atmosphere; Schlenk technique;

phenylboronic acid; In tetrahydrofuran; at -40 ℃; for 28h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.joc.6b03038

Reference yield:

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene (26002-73-3) + phenylboronic acid (98-80-6) → (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol (1092115-10-0) + (1S,2R)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol (1088963-91-0)

Guidance literature:

With C₃₄H₂₅O₂PPd; caesium carbonate; In chloroform; water; at 0 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ol801294b

Reference yield:

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene (26002-73-3) + phenyl trimethylsiloxane (2996-92-1,46143-12-8) → (1R,2S)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol (1092115-10-0) + (1S,2R)-5,8-dimethoxy-2-phenyl-1,2-dihydronaphthalen-1-ol (1088963-91-0)

Guidance literature:

With (S)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(diphenylphosphine); tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; CuF₂*H₂O; In water; 1,2-dichloro-ethane; at 20 ℃; Overall yield = 65 percent; Overall yield = 36.7 mg; enantioselective reaction;

DOI:10.1002/adsc.201901152

upstream raw materials:

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene

phenylboronic acid

1,4-dihydro-5,8-dimethoxy-1,4-epoxynaphthalene

phenyl trimethylsiloxane