(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Base Information

Chemical Name:(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran
CAS No.:134235-99-7
Molecular Formula:C₃₂H₃₈O₉S
Molecular Weight:598.714
Hs Code.:

Synonyms:(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

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Chemical Property of (-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

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Technology Process of (-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

There total 10 articles about (-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran 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:

: 50773-56-3
3-benzyloxy-4-hydroxybenzaldehyde

: 134235-99-7
(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 8 steps

1: 1.3 kg / bromine, sodium acetate / acetic acid / 45 h

2: 76 percent / copper / pyridine / 16 h / 95 °C

3: 1.04 kg / K₂CO₃ / dimethylformamide / 75 °C

4: 1.45 kg / 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (ETB), triethylamine / 2 h / 90 °C

5: 65 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2 h / Ambient temperature

6: 73 percent / lithium aluminium hydride, (S)-(-)-binaphthol / ethanol; tetrahydrofuran / 1.5 h

7: 55 percent / NaBH₄ / CH₂Cl₂; ethanol / 1 h / Ambient temperature

8: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 20 min, 2.) THF, 20 min

With sodium tetrahydroborate; lithium aluminium tetrahydride; bromine; (S)-[1,1']-binaphthalenyl-2,2'-diol; sodium acetate; copper; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00097a005

Reference yield:

: 4815-96-7
3-bromo-4-hydroxy-5-benzyloxybenzaldehyde

: 134235-99-7
(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / copper / pyridine / 16 h / 95 °C

2: 1.04 kg / K₂CO₃ / dimethylformamide / 75 °C

3: 1.45 kg / 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (ETB), triethylamine / 2 h / 90 °C

4: 65 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2 h / Ambient temperature

5: 73 percent / lithium aluminium hydride, (S)-(-)-binaphthol / ethanol; tetrahydrofuran / 1.5 h

6: 55 percent / NaBH₄ / CH₂Cl₂; ethanol / 1 h / Ambient temperature

7: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 20 min, 2.) THF, 20 min

With sodium tetrahydroborate; lithium aluminium tetrahydride; (S)-[1,1']-binaphthalenyl-2,2'-diol; copper; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00097a005

Reference yield:

: 106331-50-4
1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

: 134235-99-7
(-)-trans-(2S,5S)-2-<3-<(2-oxopropyl)sulfonyl>-4-n-propoxy-5-(benzyloxy)phenyl>-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 5 steps

1: 1.45 kg / 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazolium bromide (ETB), triethylamine / 2 h / 90 °C

2: 65 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2 h / Ambient temperature

3: 73 percent / lithium aluminium hydride, (S)-(-)-binaphthol / ethanol; tetrahydrofuran / 1.5 h

4: 55 percent / NaBH₄ / CH₂Cl₂; ethanol / 1 h / Ambient temperature

5: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 20 min, 2.) THF, 20 min

With sodium tetrahydroborate; lithium aluminium tetrahydride; (S)-[1,1']-binaphthalenyl-2,2'-diol; 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm00097a005