(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

Base Information

Chemical Name:(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine
CAS No.:685869-29-8
Molecular Formula:C₁₆H₂₂F₃NO₆
Molecular Weight:381.349
Hs Code.:

Synonyms:(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

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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 (1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

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Technology Process of (1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

There total 6 articles about (1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine 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:

: 1011-27-4
3,5-dimethoxy-4-methylbenzaldehyde

: 685869-29-8
(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / EtSH; NaH / dimethylformamide / 1 h / 140 °C

2.1: NaH / tetrahydrofuran / 0 - 25 °C

2.2: 93 percent / Bu₄NI / tetrahydrofuran / 8 h / 25 °C

3.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

3.2: 91 percent / tetrahydrofuran / -78 - 0 °C

4.1: aq. NaOH; t-BuOCl / propan-1-ol / 0.08 h / 25 °C

4.2: (DHQ)2PHAL; aq. NaOH; K₂OsO₂(OH)4 / propan-1-ol / 2 h / 25 °C

4.3: i-Pr₂NEt / tetrahydrofuran / 19 h / 30 °C

5.1: H₂ / Pd/C / methanol / 3 h

6.1: pyridine / CH₂Cl₂ / 2 h / 25 °C

With pyridine; sodium hydroxide; n-butyllithium; tert-butylhypochlorite; hydrogen; sodium hydride; ethanethiol; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja039795a

Reference yield:

: 90721-41-8
3-hydroxy-5-methoxy-4-methylbenzaldehyde

: 685869-29-8
(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 0 - 25 °C

1.2: 93 percent / Bu₄NI / tetrahydrofuran / 8 h / 25 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

2.2: 91 percent / tetrahydrofuran / -78 - 0 °C

3.1: aq. NaOH; t-BuOCl / propan-1-ol / 0.08 h / 25 °C

3.2: (DHQ)2PHAL; aq. NaOH; K₂OsO₂(OH)4 / propan-1-ol / 2 h / 25 °C

3.3: i-Pr₂NEt / tetrahydrofuran / 19 h / 30 °C

4.1: H₂ / Pd/C / methanol / 3 h

5.1: pyridine / CH₂Cl₂ / 2 h / 25 °C

With pyridine; sodium hydroxide; n-butyllithium; tert-butylhypochlorite; hydrogen; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; hexane; dichloromethane;
DOI:10.1021/ja039795a

Reference yield:

: 301530-15-4
3-(benzyloxy)-5-methoxy-4-methylbenzaldehyde

: 685869-29-8
(1S)-N-trifluoroacetyl-1-(3-hydroxy-5-methoxy-4-methylphenyl)-2-((2-methoxyethoxy)methoxy)ethylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 91 percent / tetrahydrofuran / -78 - 0 °C

2.1: aq. NaOH; t-BuOCl / propan-1-ol / 0.08 h / 25 °C

2.2: (DHQ)2PHAL; aq. NaOH; K₂OsO₂(OH)4 / propan-1-ol / 2 h / 25 °C

2.3: i-Pr₂NEt / tetrahydrofuran / 19 h / 30 °C

3.1: H₂ / Pd/C / methanol / 3 h

4.1: pyridine / CH₂Cl₂ / 2 h / 25 °C

With pyridine; sodium hydroxide; n-butyllithium; tert-butylhypochlorite; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; propan-1-ol; hexane; dichloromethane;
DOI:10.1021/ja039795a