Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester
CAS No.:155433-48-0
Molecular Formula:C₂₄H₂₆O₆S
Molecular Weight:442.533
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

There total 6 articles about Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-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: 93.0%

: 137532-00-4
(S)-3-(m-benzyloxymethoxyphenyl)propane-1,3-diol

: 98-59-9
p-toluenesulfonyl chloride

: 155433-48-0
Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/S0040-4020(01)81547-7

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 155433-48-0
Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

2: 92 percent / diisobutyl aluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: 90 percent / (-)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, MS 4 Angstroem / CH₂Cl₂; toluene / 11 h / -20 °C

4: 91 percent / Red-al / toluene; tetrahydrofuran / 10.2 h / 0 °C

5: 93 percent / triethylamine, 4-DMAP / CH₂Cl₂ / 4 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (-)-diisopropyl tartrate; MS 4 Angstroem; diisobutylaluminium hydride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)81547-7

Reference yield:

: 14755-02-3,588-30-7
3-hydroxy-trans-cinnamic acid

: 155433-48-0
Toluene-4-sulfonic acid (S)-3-(3-benzyloxymethoxy-phenyl)-3-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

2: 92 percent / diisobutyl aluminum hydride / CH₂Cl₂; hexane / 1 h / -78 °C

3: 90 percent / (-)-diisopropyl tartrate, titanium tetraisopropoxide, t-butyl hydroperoxide, MS 4 Angstroem / CH₂Cl₂; toluene / 11 h / -20 °C

4: 91 percent / Red-al / toluene; tetrahydrofuran / 10.2 h / 0 °C

5: 93 percent / triethylamine, 4-DMAP / CH₂Cl₂ / 4 h / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (-)-diisopropyl tartrate; MS 4 Angstroem; diisobutylaluminium hydride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; hexane; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)81547-7