ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate

Base Information

• Chemical Name: ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate
• CAS No.: 1606994-02-8
• Molecular Formula: C₃₉H₆₃NO₅
• Molecular Weight: 625.933

Synonyms:ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate

Chemical Property of ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate

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Technology Process of ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate

There total 6 articles about ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate 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: 75.0%

ethyl (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-pentadecylaziridine-2-carboxylate (1606993-91-2) → ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate (1606994-02-8)

Guidance literature:

ethyl (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-pentadecylaziridine-2-carboxylate; With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 48h; Inert atmosphere;

With sodium hydroxide; In ethanol; water; at 20 ℃; for 0.333333h;

DOI:10.1002/ejoc.201301766

Reference yield:

n-hexadecylaldehyde (629-80-1) → ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate (1606994-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: (R)-t-Bu₂VANOL; triphenylborane / toluene / 0.5 h / 80 °C / Inert atmosphere; Schlenk technique

1.2: 24 h / -10 °C / Molecular sieve; Inert atmosphere; Schlenk technique

2.1: dichloromethane / 12 h / Inert atmosphere; Reflux

3.1: sodium hydroxide / ethanol; water / 0.33 h / 20 °C / Inert atmosphere

With triphenylborane; (R)-t-Bu₂VANOL; sodium hydroxide; In ethanol; dichloromethane; water; toluene;

DOI:10.1002/ejoc.201301766

Reference yield:

C41H62F3NO6 → ethyl (2S,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)-3-hydroxyoctadecanoate (1606994-02-8)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 20 ℃; for 0.333333h; Inert atmosphere;

DOI:10.1002/ejoc.201301766

upstream raw materials:

1-Hexadecanol

ethyl (2S,3S)-1-(bis(4-methoxy-3,5-dimethylphenyl)methyl)-3-pentadecylaziridine-2-carboxylate

n-hexadecylaldehyde

3,3',5,5'-tetramethyl-4,4'-dimethoxy benzhydrylamine

Downstream raw materials:

(2R,3R)-2-((bis(4-methoxy-3,5-dimethylphenyl)methyl)amino)octadecane-1,3-diol

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