Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester
CAS No.:201210-00-6
Molecular Formula:C₃₄H₅₈O₄SSi
Molecular Weight:590.984
Hs Code.:

Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

Synonyms:Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

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Chemical Property of Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

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Technology Process of Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

There total 12 articles about Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl 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: 98.0%

: 98-59-9
p-toluenesulfonyl chloride

: 201209-89-4
3-[(1R,4aR,5S,6S)-1,5,6-Trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propan-1-ol

: 201210-00-6
Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

Guidance literature:: With dmap; In dichloromethane;
DOI:10.1021/jo972208h

Reference yield:

: 53068-89-6,112898-44-9,150927-14-3,94089-47-1
(R)-(+)-2-(2'-carbomethoxyethyl)-2-methylcyclohexanone

: 201210-00-6
Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / LiAlH₄ / tetrahydrofuran / 65 °C

2: 76 percent / NaH / tetrahydrofuran

3: 100 percent / TPAP, 4A molecular sieves, NMO / CH₂Cl₂

4: 1.) CeCl₃, 2.) CuSO₄ / 1.) THF, room temperature, 2.) benzene, 80 deg C

5: 1.) ethylaluminum dichloride, 2.) LiEt₃BH / 1.) CH₂Cl₂, -94 deg C, 2.) THF, -87 deg C

6: 58 percent / MeLi, TMEDA / 1,2-dimethoxy-ethane / Ambient temperature

7: 70 percent / MeLi, EtNH₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 0 °C

8: 98 percent / DMAP / CH₂Cl₂

With dmap; lithium aluminium tetrahydride; N-methyl-2-indolinone; cerium(III) chloride; tetrapropylammonium perruthennate; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; methyllithium; ethylaluminum dichloride; sodium hydride; lithium triethylborohydride; copper(II) sulfate; ethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo972208h

Reference yield:

: 153495-48-8
but-3-ynyloxy-triisopropyl-silane

: 201210-00-6
Toluene-4-sulfonic acid 3-[(1R,4aR,5S,6S)-1,5,6-trimethyl-5-(2-triisopropylsilanyloxy-ethyl)-1,2,3,4,4a,5,6,7-octahydro-naphthalen-1-yl]-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / EtMgBr / tetrahydrofuran / -20 - 3 °C

2: CuI / tetrahydrofuran / -78 °C

3: O₃ / CH₂Cl₂; methanol / -78 °C

4: 1.) ethylaluminum dichloride, 2.) LiEt₃BH / 1.) CH₂Cl₂, -94 deg C, 2.) THF, -87 deg C

5: 58 percent / MeLi, TMEDA / 1,2-dimethoxy-ethane / Ambient temperature

6: 70 percent / MeLi, EtNH₂ / tetrahydrofuran; 2-methyl-propan-2-ol / 0 °C

7: 98 percent / DMAP / CH₂Cl₂

With dmap; copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; ethylmagnesium bromide; methyllithium; ethylaluminum dichloride; lithium triethylborohydride; ozone; ethylamine; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo972208h