(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

Base Information

Chemical Name:(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester
CAS No.:203118-37-0
Molecular Formula:C₅₄H₅₄O₁₆
Molecular Weight:959.013
Hs Code.:

(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

Synonyms:(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

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Chemical Property of (1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

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Technology Process of (1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

There total 5 articles about (1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] 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:

: 32404-28-7
(S)-3-(3-acetyl-4-hydroxyphenyl)-2-aminopropanoic acid hydrochloride

: 203118-37-0
(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

Guidance literature:: Multi-step reaction with 6 steps

1: 81 percent / aq. NaNO₂

2: 61 percent / 30percent aq. H₂O₂, NaOH

3: 42 percent / K₂CO₃ / acetone / 22 h / Heating

4: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

5: 51 percent / n-Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

6: 5.5 percent / aq. FeCl₃, O₂ / acetone / 23 h

With sodium hydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; oxygen; iron(III) chloride; potassium carbonate; triethylamine; sodium nitrite; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1139/v97-612

Reference yield:

: 136749-43-4
(S)-3-(3-ACETYL-4-HYDROXY-PHENYL)-2-HYDROXY-PROPIONIC ACID

: 203118-37-0
(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / 30percent aq. H₂O₂, NaOH

2: 42 percent / K₂CO₃ / acetone / 22 h / Heating

3: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

4: 51 percent / n-Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

5: 5.5 percent / aq. FeCl₃, O₂ / acetone / 23 h

With sodium hydroxide; tetrabutyl ammonium fluoride; dihydrogen peroxide; oxygen; iron(III) chloride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1139/v97-612

Reference yield:

: 42085-50-7
(2S)-3-(3,4-dihydroxyphenyl)-2-hydroxypropionic acid

: 203118-37-0
(1S,2R)-1-(3,4-Dihydroxy-phenyl)-6,7-dihydroxy-1,2-dihydro-naphthalene-2,3-dicarboxylic acid bis-[(S)-1-allyloxycarbonyl-2-(3,4-bis-allyloxy-phenyl)-ethyl] ester

Guidance literature:: Multi-step reaction with 4 steps

1: 42 percent / K₂CO₃ / acetone / 22 h / Heating

2: Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

3: 51 percent / n-Bu₄NF / tetrahydrofuran / 0.25 h / Ambient temperature

4: 5.5 percent / aq. FeCl₃, O₂ / acetone / 23 h

With tetrabutyl ammonium fluoride; oxygen; iron(III) chloride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1139/v97-612