(S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate

Base Information

Chemical Name:(S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate
CAS No.:866468-16-8
Molecular Formula:C₁₆H₂₆O₆S
Molecular Weight:346.445
Hs Code.:

Synonyms:(S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate

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Chemical Property of (S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate

Chemical Property:

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Technology Process of (S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate

There total 12 articles about (S)-3-hydroxy-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentyl methanesulfonate 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: 85.0%

: 866468-15-7
(S)-5-(2,5-dimethoxy-3-methylphenyl)-3-methylpentane-1,3-diol

: 124-63-0
methanesulfonyl chloride

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

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ol051849t

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 6 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

With titanium(IV) isopropylate; 4 A molecular sieve; hydrogen; potassium acetate; sodium hydride; diisobutylaluminium hydride; (+)-Weinsaeure-diethylester; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; tert.-butylhydroperoxide; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; 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

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

Guidance literature:: Multi-step reaction with 3 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

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