(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

Base Information

Chemical Name:(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester
CAS No.:152611-00-2
Molecular Formula:C₂₄H₃₄O₄S
Molecular Weight:418.598
Hs Code.:

Synonyms:(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

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Chemical Property of (1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

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Technology Process of (1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

There total 7 articles about (1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester 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: 80.0%

: 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

: 152611-00-2
(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 0.5h;

Reference yield:

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

: 152611-00-2
(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

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: 80 percent / t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

With potassium fluoride; potassium hydroxide; osmium(VIII) oxide; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex; bis(tributyltin)sulfide; potassium tert-butylate; tetrabutyl ammonium fluoride; sodium; isopropyl alcohol; 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

: 152611-00-2
(1R,3R,4S,5R,6R)-5,6-Dihydroxy-2-thia-bicyclo[2.2.1]heptane-3-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-p-tolyl-ethyl)-cyclohexyl ester

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: 80 percent / t-BuOK / tetrahydrofuran / 0.5 h / 0 °C

With osmium(VIII) oxide; bis(tributyltin)sulfide; potassium tert-butylate; tetrabutyl ammonium fluoride; In tetrahydrofuran; water; N,N-dimethyl-formamide; tert-butyl alcohol;