2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

Base Information

Chemical Name:2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin
CAS No.:89556-32-1
Molecular Formula:C₁₉H₂₈O₂S
Molecular Weight:320.496
Hs Code.:

Synonyms:2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

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Chemical Property of 2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

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Technology Process of 2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

There total 5 articles about 2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin 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: 83.0%

: 75-16-1
methylmagnesium bromide

: 266694-57-9
Phenyl-((2R,4aR,7R,8aR)-4,4,7-trimethyl-hexahydro-1-oxa-3-thia-naphthalen-2-yl)-methanone

: 89556-32-1
2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 3h;
DOI:10.1021/ja00322a034

Reference yield:

: 79618-03-4
(4aR,7R,8aR)-4,4,7-Trimethyl-hexahydro-1-oxa-3-thia-naphthalene

: 89556-32-1
2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 2 h, -25 deg C, overnight

2: 1.) Me₂SO, (CF₃CO)2O; 2.) Et₃N / 1.) CH₂Cl₂, 1 h; 2.) 0 deg C

3: 83 percent / tetrahydrofuran; diethyl ether / 3 h / -78 °C

With n-butyllithium; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; hexane;
DOI:10.1021/ja00322a034

Reference yield:

: 79563-59-0
(-)-(1R,2R,5R)-5-methyl-2-(1-mercapto-1-methylethyl)-cyclohexan-1-ol

: 89556-32-1
2-((1'S)-1'-hydroxy-1'-phenylethyl)hexahydro-4,4,7-trimethyl-4H-1,3-benzoxathiin

Guidance literature:: Multi-step reaction with 4 steps

1: 98.8 percent / p-toluenesulfonic acid / benzene / 3 h / Heating

2: 100 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C, 2 h, -25 deg C, overnight

3: 1.) Me₂SO, (CF₃CO)2O; 2.) Et₃N / 1.) CH₂Cl₂, 1 h; 2.) 0 deg C

4: 83 percent / tetrahydrofuran; diethyl ether / 3 h / -78 °C

With n-butyllithium; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether; hexane; benzene;
DOI:10.1021/ja00322a034