(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

Base Information

Chemical Name:(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate
CAS No.:152482-12-7
Molecular Formula:C₂₇H₃₈O₄S
Molecular Weight:458.662
Hs Code.:

(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

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Chemical Property of (1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

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Technology Process of (1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

There total 7 articles about (1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate 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: 95.0%

: 77-76-9
2,2-dimethoxy-propane

: 152482-10-5
(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-dihydroxy-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

: 152482-12-7
(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; acetone; for 2h; Heating;

Reference yield:

: 89-82-7,90449-51-7
pulegone

: 152482-12-7
(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) CuBr*Me₂S, HPMA, TMSCl, 2.) KF, 3.) KOH

2: Na, i-PrOH / toluene / 8 h / Heating

3: 91 percent / 100 °C

4: 31 percent / tetrabutylammonium fluoride (TBAF), (Bu₃Sn)2S / tetrahydrofuran / 3 h / Ambient temperature

5: 68 percent / OsO₄ / 2-methyl-propan-2-ol; dimethylformamide; H₂O / 2 h / Ambient temperature

6: 95 percent / p-TsOH, acetone / 2 h / Heating

With potassium fluoride; potassium hydroxide; osmium(VIII) oxide; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; bis(tributyltin)sulfide; tetrabutyl ammonium fluoride; sodium; toluene-4-sulfonic acid; isopropyl alcohol; acetone; In tetrahydrofuran; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

Reference yield:

: 152481-89-5
(1R,2S,5R)-(-)-2-(1-methyl-1-p-tolylethyl)-5-methylcyclohexanol

: 152482-12-7
(1R,1'R,2'S,5'R)-(+)-2'-(1'-methyl-1'-p-tolylethyl)-5'-methylcyclohexyl 5-exo,6-exo-(isopropylidenedioxy)-2-thiabicyclo<2.2.1>heptane-3-endo-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / 100 °C

2: 31 percent / tetrabutylammonium fluoride (TBAF), (Bu₃Sn)2S / tetrahydrofuran / 3 h / Ambient temperature

3: 68 percent / OsO₄ / 2-methyl-propan-2-ol; dimethylformamide; H₂O / 2 h / Ambient temperature

4: 95 percent / p-TsOH, acetone / 2 h / Heating

With osmium(VIII) oxide; bis(tributyltin)sulfide; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetone; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;