(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

Base Information

Chemical Name:(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate
CAS No.:108794-05-4
Molecular Formula:C₂₈H₄₆O₄Si
Molecular Weight:474.756
Hs Code.:

Synonyms:(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

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Chemical Property of (-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

Chemical Property:

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Technology Process of (-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

There total 5 articles about (-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate 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: 46.0%

: 84312-20-9
(1R,3R,4S)-8-phenylmenthyl glyoxylate

: 108794-10-1
4-[(tert-butyldimethylsilyl)oxy]-1-butene

: 108794-05-4
(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at -78 ℃;
DOI:10.1016/S0040-4020(01)90590-3

Reference yield:

: 65253-04-5
(-)-8-phenylmenthol

: 108794-05-4
(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / p-toluenesulfonic acid monohydrate / benzene / 11 h / Heating

2: 81 percent / AgNO₃ / acetonitrile / 94 h / Ambient temperature

3: 92 percent / sodium acetate trihydrate / dimethylsulfoxide / 1.17 h / Ambient temperature

4: 46 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With sodium acetate; tin(IV) chloride; toluene-4-sulfonic acid; silver nitrate; In dichloromethane; dimethyl sulfoxide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(01)90590-3

Reference yield:

: 80595-59-1
bromoacetic acid (-)-8-phenylmenthol ester

: 108794-05-4
(-)-8-phenylmenthyl (2S)-2-hydroxy-6-(t-butyldimethylsiloxy)-4-hexenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / AgNO₃ / acetonitrile / 94 h / Ambient temperature

2: 92 percent / sodium acetate trihydrate / dimethylsulfoxide / 1.17 h / Ambient temperature

3: 46 percent / SnCl₄ / CH₂Cl₂ / -78 °C

With sodium acetate; tin(IV) chloride; silver nitrate; In dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4020(01)90590-3