(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

Base Information

Chemical Name:(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol
CAS No.:262592-93-8
Molecular Formula:C₁₅H₁₆N₂O₂
Molecular Weight:256.304
Hs Code.:

Synonyms:(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

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Technology Process of (1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

There total 1 articles about (1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-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: 92.0%

: 75-05-8,26809-02-9
acetonitrile

: 173531-24-3
(4S,1'S,2'R)-4-(1',2'-Epoxybut-3'-enyl)-2-phenyl-4,5-dihydrooxazole

: 262592-93-8
(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

Guidance literature:: With copper(l) iodide; lithium diisopropyl amide; In tetrahydrofuran; at -70 - -10 ℃;
DOI:10.1016/S0040-4020(99)01018-2

Reference yield: 91.0%

: 262592-93-8
(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

: 262592-94-9
(1R,2E,4'S)-5-formyl-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene; at -70 - -50 ℃; for 0.833333h;
DOI:10.1016/S0040-4020(99)01018-2

Reference yield:

: 262592-93-8
(1R,2E,4'S)-5-cyano-1-(2'-phenyl-4',5'-dihydrooxazol-4'-yl)-2-penten-1-ol

: 262593-00-0
(2S,3R,4E,8Z,2'R)-1-(t-butyldiphenylsilyl)oxy-2-(2'-hydroxyhexadecanoyl)amino-4,8-octadien-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / iBu₂AlH / toluene / 0.83 h / -70 - -50 °C

2: 78 percent / t-BuOK / tetrahydrofuran / -70 - 0 °C

3: 145 mg / aq. HCl / tetrahydrofuran / 16 h / 20 °C

4: 198 mg / Et₃N / dimethylformamide / 6 h / 60 °C

5: 94 percent / NaOMe / CH₂Cl₂; methanol / 1 h / 0 °C

6: 91 percent / imidazole / CH₂Cl₂; dimethylformamide / 0.5 h / 0 °C

With 1H-imidazole; hydrogenchloride; potassium tert-butylate; sodium methylate; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Reduction / 2: Wittig olefination / 3: Ring cleavage / 4: Acylation / 5: Hydrolysis / 6: Substitution;
DOI:10.1016/S0040-4020(99)01018-2