(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

Base Information

Chemical Name:(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid
CAS No.:171827-06-8
Molecular Formula:C₁₇H₂₂O₆S
Molecular Weight:354.424
Hs Code.:

Synonyms:(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

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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 (E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

Chemical Property:

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Technology Process of (E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

There total 11 articles about (E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid 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:

: 31456-95-8
Methyl 4-methoxy-2-(prop-2-enyloxy)benzoate

: 171827-06-8
(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / 3 h / 210 °C

2: 1.) O₃, MeOH, 2,) PPh₃ / 1.) CH₂Cl₂, -76 deg C, 30 min, 2.) CH₂Cl₂, MeOH, -76 deg C, 30 min

3: 89 percent / benzene / 28.5 h / Heating

4: 1.) NaH / 1.) THF, 0 deg C, 40 min, 2.) THF, a) 0 deg C, 15 min, b) 25 deg C, 25 h

5: 91 percent / NaBH₄ / methanol / 4.5 h

6: 85 percent / N,N-diisopropylethylamine, CBr₄, Ph₃P / CH₂Cl₂ / 19 h

7: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 18 h

8: 81 percent / Na(Hg), NaH₂PO₄ / methanol / 5.25 h / 0 °C

9: aq. NaOH / methanol / 60 h / 43 °C

10: TFA / CH₂Cl₂ / 0.17 h

11: 1.) NaH / 1.) 75 deg C to 80 deg C, 2.) from 8 deg C to RT, o.5 h

With methanol; sodium hydroxide; sodium tetrahydroborate; sodium dihydrogenphosphate; sodium amalgam; carbon tetrabromide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; benzene;
DOI:10.1021/jm9501339

Reference yield:

: 31457-00-8
methyl 3-allyl-2-hydroxy-4-methoxybenzoate

: 171827-06-8
(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) O₃, MeOH, 2,) PPh₃ / 1.) CH₂Cl₂, -76 deg C, 30 min, 2.) CH₂Cl₂, MeOH, -76 deg C, 30 min

2: 89 percent / benzene / 28.5 h / Heating

3: 1.) NaH / 1.) THF, 0 deg C, 40 min, 2.) THF, a) 0 deg C, 15 min, b) 25 deg C, 25 h

4: 91 percent / NaBH₄ / methanol / 4.5 h

5: 85 percent / N,N-diisopropylethylamine, CBr₄, Ph₃P / CH₂Cl₂ / 19 h

6: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 18 h

7: 81 percent / Na(Hg), NaH₂PO₄ / methanol / 5.25 h / 0 °C

8: aq. NaOH / methanol / 60 h / 43 °C

9: TFA / CH₂Cl₂ / 0.17 h

10: 1.) NaH / 1.) 75 deg C to 80 deg C, 2.) from 8 deg C to RT, o.5 h

With methanol; sodium hydroxide; sodium tetrahydroborate; sodium dihydrogenphosphate; sodium amalgam; carbon tetrabromide; sodium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; benzene;
DOI:10.1021/jm9501339

Reference yield:

: 5446-02-6
4-methoxymethylsalicylate

: 171827-06-8
(E)-6-[2-Hydroxy-3-(2-methanesulfinyl-acetyl)-6-methoxy-phenyl]-4-methyl-hex-4-enoic acid

Guidance literature:: Multi-step reaction with 12 steps

1: 100 percent / K₂CO₃ / acetone / 34 h / Heating

2: 99 percent / 3 h / 210 °C

3: 1.) O₃, MeOH, 2,) PPh₃ / 1.) CH₂Cl₂, -76 deg C, 30 min, 2.) CH₂Cl₂, MeOH, -76 deg C, 30 min

4: 89 percent / benzene / 28.5 h / Heating

5: 1.) NaH / 1.) THF, 0 deg C, 40 min, 2.) THF, a) 0 deg C, 15 min, b) 25 deg C, 25 h

6: 91 percent / NaBH₄ / methanol / 4.5 h

7: 85 percent / N,N-diisopropylethylamine, CBr₄, Ph₃P / CH₂Cl₂ / 19 h

8: 1.) NaH / 1.) DMF, 15 min, 2.) DMF, 18 h

9: 81 percent / Na(Hg), NaH₂PO₄ / methanol / 5.25 h / 0 °C

10: aq. NaOH / methanol / 60 h / 43 °C

11: TFA / CH₂Cl₂ / 0.17 h

12: 1.) NaH / 1.) 75 deg C to 80 deg C, 2.) from 8 deg C to RT, o.5 h

With methanol; sodium hydroxide; sodium tetrahydroborate; sodium dihydrogenphosphate; sodium amalgam; carbon tetrabromide; sodium hydride; potassium carbonate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In methanol; dichloromethane; acetone; benzene;
DOI:10.1021/jm9501339