(R)-2-phenyl-pent-4-en-1-ol

Base Information

• Chemical Name: (R)-2-phenyl-pent-4-en-1-ol
• CAS No.: 1187873-67-1
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.232
• Mol file: 1187873-67-1.mol

Synonyms:(R)-2-phenyl-pent-4-en-1-ol

Chemical Property of (R)-2-phenyl-pent-4-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (R)-2-phenyl-pent-4-en-1-ol

There total 8 articles about (R)-2-phenyl-pent-4-en-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: 95.0%

C17H25BO2 → (R)-2-phenyl-pent-4-en-1-ol (1187873-67-1)

Guidance literature:

With sodium peroxoborate tetrahydrate; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1021/acs.orglett.7b03022

Reference yield: 81.0%

(S)-styrene oxide (20780-54-5) + allylmagnesium bromide (1730-25-2) → (R)-2-phenyl-pent-4-en-1-ol (1187873-67-1)

Guidance literature:

allylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; In diethyl ether; at -78 - -30 ℃; Inert atmosphere;

(S)-styrene oxide; In diethyl ether; at -78 - -20 ℃; Inert atmosphere;

With ammonium chloride; In diethyl ether; water;

DOI:10.1016/j.tetasy.2009.06.001

Reference yield: 45.0%

2-phenyl-4-penten-1-al (24401-36-3) + homophthalic anhydride (703-59-3) + diazomethyl-trimethyl-silane (18107-18-1) → (R)-2-phenyl-pent-4-en-1-ol (1187873-67-1) + methyl (3R,4R)-1-oxo-3-((S)-1-phenylbut-3-en-1-yl)isochromane-4-carboxylate + methyl 1-oxo-3-(1-phenylbut-3-en-1-yl)isochromane-4-carboxylate

Guidance literature:

2-phenyl-4-penten-1-al; homophthalic anhydride; With 3-(((S)-(6-methoxyquinolin-4-yl)((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methyl)amino)-4-(((S)-2-oxo-1-phenyl-2-(pyrrolidin-1-yl)ethyl)amino)cyclobut-3-ene-1,2-dione; In tetrahydrofuran; tert-butyl methyl ether; at -78 ℃; for 120h; Inert atmosphere;

With sodium tetrahydroborate; In tetrahydrofuran; methanol; tert-butyl methyl ether; at -78 ℃; for 0.166667h; Inert atmosphere;

diazomethyl-trimethyl-silane; In tetrahydrofuran; methanol; diethyl ether; tert-butyl methyl ether; at 0 ℃; for 0.166667h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201902422

upstream raw materials:

(S)-styrene oxide

allylmagnesium bromide

phenylacetic acid

(methoxymethyl)triphenylphosphonium chloride

Downstream raw materials:

(R)-2-phenylpent-4-enyl N,N-diisopropylcarbamate