2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

Base Information

Chemical Name:2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol
CAS No.:782474-45-7
Molecular Formula:C₂₈H₄₆O₄Si
Molecular Weight:474.756
Hs Code.:

Synonyms:2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

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Chemical Property of 2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

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Technology Process of 2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

There total 5 articles about 2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol 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: 60.0%

: 782474-44-6
tert-butyl-{(2S)-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]-2H-chromen-5-yloxy}dimethylsilane

: 35334-36-2
(+)-siccanochromene F

: 782474-45-7
2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 1h; Heating;
DOI:10.1021/ja048084p

Reference yield:

: (2S)-1-hydroxymethyl-2-[(2S)-2-(5-methoxy-2,7-dimethylchroman-2-yl)ethyl]-3,3-dimethylcyclohexanol

: 782474-45-7
2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

Guidance literature:: Multi-step reaction with 5 steps

1: CSA / CH₂Cl₂ / 0.08 h

2: NaH; ethanethiol / dimethylformamide / 24 h / 120 °C

3: triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

4: DDQ / benzene / 8 h / Heating

5: 60 percent / p-TsOH / methanol / 1 h / Heating

With dmap; camphor-10-sulfonic acid; sodium hydride; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; ethanethiol; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja048084p

Reference yield:

: 782474-43-5
(2S)-2,7-dimethyl-2-[(5S,6S)-2-(2,2,7,7-tetramethyl-1,3-dioxaspiro[4.5]dec-6-yl)ethyl]chroman-1-ol

: 782474-45-7
2-{2-[5-(tert-butyldimethylsilanyloxy)-(2S)-2,7-dimethyl-2H-chromen-2-yl]ethyl}-(1S,2S)-1-hydroxymethyl-3,3-dimethylcyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; DMAP / CH₂Cl₂ / 24 h / 20 °C

2: DDQ / benzene / 8 h / Heating

3: 60 percent / p-TsOH / methanol / 1 h / Heating

With dmap; toluene-4-sulfonic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; dichloromethane; benzene;
DOI:10.1021/ja048084p