Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

Base Information

Chemical Name:Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine
CAS No.:1025887-95-9
Molecular Formula:C₂₀H₂₃NO₃
Molecular Weight:325.408
Hs Code.:

Synonyms:Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

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Chemical Property of Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

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Technology Process of Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

There total 4 articles about Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine 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:

: 3901-07-3
3-(4-methoxy-phenyl)acrylic acid methyl ester

: 1025887-95-9
Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / K₂OsO₂(OH)4; (DHQ)2-PHAL; K₃Fe(CN)6 / K₂CO₃; methanesulfonamide / H₂O; 2-methyl-propan-2-ol / 20 °C

2: 85 percent / p-TsOH*H₂O / benzene / 1 h / Heating

3: DIBAL / toluene / 2 h / -78 °C

4: CH₂Cl₂ / 1 h / 0 °C

With potassium dioxotetrahydroxoosmate(VI); (DHQ)2-PHAL; diisobutylaluminium hydride; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); methanesulfonamide; potassium carbonate; In dichloromethane; water; toluene; tert-butyl alcohol; benzene; 1: Sharpless AD reaction / 2: Cycloaddition / 3: Reduction / 4: Condensation;
DOI:10.1021/jo990964c

Reference yield:

: 122517-81-1
(2R,3S)-methyl 2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

: 1025887-95-9
Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / p-TsOH*H₂O / benzene / 1 h / Heating

2: DIBAL / toluene / 2 h / -78 °C

3: CH₂Cl₂ / 1 h / 0 °C

With diisobutylaluminium hydride; toluene-4-sulfonic acid; In dichloromethane; toluene; benzene; 1: Cycloaddition / 2: Reduction / 3: Condensation;
DOI:10.1021/jo990964c

Reference yield:

: methyl (2R,3S)-2,3-dihydroxy-2,3-di-O-isopropylidene-3-(4-methoxyphenyl)propionate

: 1025887-95-9
Benzyl-[1-[(4S,5S)-5-(4-methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-meth-(E)-ylidene]-amine

Guidance literature:: Multi-step reaction with 2 steps

1: DIBAL / toluene / 2 h / -78 °C

2: CH₂Cl₂ / 1 h / 0 °C

With diisobutylaluminium hydride; In dichloromethane; toluene; 1: Reduction / 2: Condensation;
DOI:10.1021/jo990964c