(S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine

Base Information

• Chemical Name: (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine
• CAS No.: 901793-49-5
• Molecular Formula: C₁₆H₂₅NO₂
• Molecular Weight: 263.38
• Mol file: 901793-49-5.mol

Synonyms:(S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine

Chemical Property of (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine

There total 13 articles about (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine 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:

(2R,4S,6S)-2-Hydroxymethyl-6-phenyl-tetrahydro-pyran-4-ol (901793-43-9) → (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine (901793-49-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: TEA / CH₂Cl₂

2.1: imidazole; DMAP / CH₂Cl₂ / 3 h / 0 - 20 °C

3.1: NaI / acetone / 24 h / Heating

4.1: Zn / ethanol / 1 h / Heating

5.1: 100 percent / DIPEA / CH₂Cl₂ / 4 h / 0 - 20 °C

6.1: O₃; TPP / CH₂Cl₂

6.2: 78 percent / CH₂Cl₂

7.1: LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

8.1: TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

9.1: TEA; DMAP / 0 °C

10.1: dimethylformamide / 7 h / Heating

With 1H-imidazole; dmap; lithium aluminium tetrahydride; TEA; tetrabutyl ammonium fluoride; thiamine diphosphate; ozone; N-ethyl-N,N-diisopropylamine; sodium iodide; zinc; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; 6.2: Wittig olefination;

DOI:10.1016/j.tetlet.2006.04.102

Reference yield:

(5R,7S)-7-Methoxymethoxy-7-phenyl-heptane-1,5-diol (901793-48-4) → (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine (901793-49-5)

Guidance literature:

Multi-step reaction with 2 steps

1: TEA; DMAP / 0 °C

2: dimethylformamide / 7 h / Heating

With dmap; TEA; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2006.04.102

Reference yield:

(1S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-hex-5-en-1-ol (901793-45-1) → (S)-2-((S)-2-Methoxymethoxy-2-phenyl-ethyl)-1-methyl-piperidine (901793-49-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / DIPEA / CH₂Cl₂ / 4 h / 0 - 20 °C

2.1: O₃; TPP / CH₂Cl₂

2.2: 78 percent / CH₂Cl₂

3.1: LiAlH₄ / tetrahydrofuran / 2 h / 0 - 20 °C

4.1: TBAF / tetrahydrofuran / 4 h / 0 - 20 °C

5.1: TEA; DMAP / 0 °C

6.1: dimethylformamide / 7 h / Heating

With dmap; lithium aluminium tetrahydride; TEA; tetrabutyl ammonium fluoride; thiamine diphosphate; ozone; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.2: Wittig olefination;

DOI:10.1016/j.tetlet.2006.04.102

upstream raw materials:

methylamine

(2R,4S,6S)-2-Hydroxymethyl-6-phenyl-tetrahydro-pyran-4-ol

(5R,7S)-7-Methoxymethoxy-7-phenyl-heptane-1,5-diol

(1S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-hex-5-en-1-ol

Downstream raw materials:

(-)-sedamine

Refernces