trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

Base Information

Chemical Name:trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester
CAS No.:944249-98-3
Molecular Formula:C₁₆H₂₅F₃O₄SSi
Molecular Weight:398.519
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

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Chemical Property of trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

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Technology Process of trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

There total 10 articles about trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl 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: 75.0%

: 944249-97-2
4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenol

: 358-23-6
trifluoromethylsulfonic anhydride

: 944249-98-3
trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

Guidance literature:: With triethylamine; In dichloromethane; at -78 ℃; for 0.166667h;
DOI:10.1039/b704211f

Reference yield:

: 944249-95-0
toluene-4-sulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)allyl]phenyl ester

: 944249-98-3
trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / H₂ / Rh-Al₂O₃ / tetrahydrofuran / 12 h / 760.05 Torr

2: 60 percent / Na(Hg) / methanol; H₂O / 0.75 h

3: 75 percent / Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

With sodium amalgam; hydrogen; triethylamine; rhodium on alumina; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1039/b704211f

Reference yield:

: 944249-84-7
(2E)-3-[4-(toluene-4-sulfonyloxy)phenyl]-2-propenoic acid ethyl ester

: 944249-98-3
trifluoromethanesulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)propyl]phenyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 95 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / 0 °C

2: (-)-diisopropyl tartrate; t-BuOOH; 4 Angstroem molecular sieves / Ti(OPr-i)4 / CH₂Cl₂; 2,2,4-trimethyl-pentane / 2 h / -25 °C

3: Et₃N / CH₂Cl₂ / 1 h / 0 °C

4: 279.8 mg / NaI / 1,2-dimethoxy-ethane / 12 h / Heating

5: 100 percent / sym-collidine / CH₂Cl₂ / 0.25 h / -78 °C

6: 99 percent / H₂ / Rh-Al₂O₃ / tetrahydrofuran / 12 h / 760.05 Torr

7: 60 percent / Na(Hg) / methanol; H₂O / 0.75 h

8: 75 percent / Et₃N / CH₂Cl₂ / 0.17 h / -78 °C

With 2,4,6-trimethyl-pyridine; tert.-butylhydroperoxide; sodium amalgam; (-)-diisopropyl tartrate; 4 A molecular sieve; hydrogen; diisobutylaluminium hydride; triethylamine; sodium iodide; titanium(IV) isopropylate; rhodium on alumina; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; 2,2,4-trimethylpentane; hexane; dichloromethane; water; 2: Sharpless asymmetric epoxidation;
DOI:10.1039/b704211f