Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

Base Information

Chemical Name:Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester
CAS No.:174198-57-3
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

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Technology Process of Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

There total 7 articles about Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl 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: 86.0%

: 174198-56-2
Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-4-methyl-6-(tetrahydro-pyran-2-yloxy)-hex-4-enyl ester

: 174198-57-3
Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

Guidance literature:: With Dowex (50W-X₂); In methanol; Ambient temperature;
DOI:10.1016/0040-4039(95)02132-9

Reference yield:

: 35334-60-2
(E)-6-acetoxy-4-methyl-4-hexenal

: 174198-57-3
Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 69 percent / benzene / Heating

2: 84 percent / K₂CO₃ / methanol / 0 deg C to RT

3: 92 percent / TsOH / diethyl ether / 0 deg C to RT

4: 83 percent / DIBAH / toluene / -65 °C

5: 98 percent / t-BuOOH, D-(-)-DIPT, Ti(O-iPr)4, 4 Angstroem molecular sieves / CH₂Cl₂ / -23 °C

6: 92 percent / Ti(O-iPr)4 / CH₂Cl₂ / 0 deg C to RT

7: 86 percent / Dowex (50W-X₂) / methanol / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; Dowex (50W-X₂); diisobutylaluminium hydride; potassium carbonate; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; toluene; benzene;
DOI:10.1016/0040-4039(95)02132-9

Reference yield:

: 110965-85-0
(2E,6E)-8-Hydroxy-6-methyl-octa-2,6-dienoic acid methyl ester

: 174198-57-3
Benzoic acid (E)-(S)-1-((R)-1,2-dihydroxy-ethyl)-6-hydroxy-4-methyl-hex-4-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / TsOH / diethyl ether / 0 deg C to RT

2: 83 percent / DIBAH / toluene / -65 °C

3: 98 percent / t-BuOOH, D-(-)-DIPT, Ti(O-iPr)4, 4 Angstroem molecular sieves / CH₂Cl₂ / -23 °C

4: 92 percent / Ti(O-iPr)4 / CH₂Cl₂ / 0 deg C to RT

5: 86 percent / Dowex (50W-X₂) / methanol / Ambient temperature

With titanium(IV) isopropylate; tert.-butylhydroperoxide; 4 A molecular sieve; Dowex (50W-X₂); diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; toluene-4-sulfonic acid; In methanol; diethyl ether; dichloromethane; toluene;
DOI:10.1016/0040-4039(95)02132-9