(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

Base Information

Chemical Name:(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide
CAS No.:866468-06-6
Molecular Formula:C₂₁H₃₇IO₃Si
Molecular Weight:492.513
Hs Code.:

Synonyms:(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

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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 (S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

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Technology Process of (S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

There total 14 articles about (S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide 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: 91.0%

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

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 866468-06-6
(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

Guidance literature:: With 2,6-dimethylpyridine; 4 A molecular sieve; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol051849t

Reference yield:

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

: 866468-06-6
(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

Guidance literature:: Multi-step reaction with 8 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

8: 91 percent / 4 Angstroem molecular sieves; 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; 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

: 866468-06-6
(S)-3-triethylsilyloxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl iodide

Guidance literature:: Multi-step reaction with 5 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

5: 91 percent / 4 Angstroem molecular sieves; 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

With 2,6-dimethylpyridine; 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