(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

Base Information

Chemical Name:(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol
CAS No.:866468-05-5
Molecular Formula:C₁₅H₂₃IO₃
Molecular Weight:378.25
Hs Code.:

Synonyms:(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

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Chemical Property of (S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

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Technology Process of (S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

There total 13 articles about (S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-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%

: 866468-16-8
(S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate

: 866468-05-5
(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

Guidance literature:: With sodium iodide; In acetone; for 5h; Heating;
DOI:10.1021/ol051849t

Reference yield:

: 866468-12-4
(E)-4-(2,5-dimethoxy-3-methylphenyl)but-3-en-2-one

: 866468-05-5
(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / H₂; KOAc / Pd(OH)2/C / ethyl acetate / 1 h

2: 96 percent / NaH / tetrahydrofuran / 0 - 20 °C

3: 93 percent / DIBAL-H / tetrahydrofuran / 1 h / 0 °C

4: Ti(O-i-Pr)4; (+)-diethyl tartrate; 4 Angstroem molecular sieves / tert-butyl hydroperoxide / CH₂Cl₂ / 1.5 h / -20 °C

5: 0.48 g / Red-Al / tetrahydrofuran; toluene / 0 - 20 °C

6: 85 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

7: 96 percent / NaI / acetone / 5 h / Heating

With titanium(IV) isopropylate; 4 A molecular sieve; hydrogen; potassium acetate; sodium hydride; diisobutylaluminium hydride; (+)-Weinsaeure-diethylester; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; tert.-butylhydroperoxide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; acetone; toluene; 2: Horner-Emmons olefination / 4: Sharpless epoxidation;
DOI:10.1021/ol051849t

Reference yield:

: 866468-14-6
(E)-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpent-2-en-1-ol

: 866468-05-5
(S)-1-iodo-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: Ti(O-i-Pr)4; (+)-diethyl tartrate; 4 Angstroem molecular sieves / tert-butyl hydroperoxide / CH₂Cl₂ / 1.5 h / -20 °C

2: 0.48 g / Red-Al / tetrahydrofuran; toluene / 0 - 20 °C

3: 85 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 96 percent / NaI / acetone / 5 h / Heating

With titanium(IV) isopropylate; 4 A molecular sieve; (+)-Weinsaeure-diethylester; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; sodium iodide; tert.-butylhydroperoxide; In tetrahydrofuran; dichloromethane; acetone; toluene; 1: Sharpless epoxidation;
DOI:10.1021/ol051849t