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

Base Information

Chemical Name:toluene-4-sulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)allyl]phenyl ester
CAS No.:944249-95-0
Molecular Formula:C₂₂H₃₀O₄SSi
Molecular Weight:418.629
Hs Code.:

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

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Chemical Property of toluene-4-sulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)allyl]phenyl ester

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Technology Process of toluene-4-sulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)allyl]phenyl ester

There total 7 articles about toluene-4-sulfonic acid 4-[(S)-1-(tert-butyldimethylsilanyloxy)allyl]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: 100.0%

: 944249-94-9
toluene-4-sulfonic acid 4-[(S)-1-hydroxyallyl]phenyl ester

: 69739-34-0
t-butyldimethylsiyl triflate

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

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at -78 ℃; for 0.25h;
DOI:10.1039/b704211f

Reference yield:

: 944249-85-8
toluene-4-sulfonic acid 4-[(1E)-3-hydroxy-1-propenyl]phenyl ester

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

Guidance literature:: Multi-step reaction with 4 steps

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

2: Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 279.8 mg / NaI / 1,2-dimethoxy-ethane / 12 h / Heating

4: 100 percent / sym-collidine / CH₂Cl₂ / 0.25 h / -78 °C

With 2,4,6-trimethyl-pyridine; tert.-butylhydroperoxide; (-)-diisopropyl tartrate; 4 A molecular sieve; triethylamine; sodium iodide; titanium(IV) isopropylate; In 1,2-dimethoxyethane; 2,2,4-trimethylpentane; dichloromethane; 1: Sharpless asymmetric epoxidation;
DOI:10.1039/b704211f

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 5 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

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