(+)-N-Methylallosedridine

Base Information

• Chemical Name: (+)-N-Methylallosedridine
• CAS No.: 49624-51-3
• Molecular Formula: C₉H₁₉NO
• Molecular Weight: 157.256
• European Community (EC) Number: 853-854-9
• Nikkaji Number: J505.931C
• Wikidata: Q105132332
• Mol file: 49624-51-3.mol

Synonyms:1-(1-methylpiperidin-2-yl)propan-2-ol;(+)-N-Methylallosedridine;49624-51-3;(-)-N-Methylsedridine;41447-16-9;41447-15-8;(2S)-1-[(2R)-1-METHYLPIPERIDIN-2-YL]PROPAN-2-OL;SCHEMBL7269417;NIOSH/TM8598680;alpha,1-Dimethyl-2-piperidineethanol;2-Piperidineethanol, alpha,1-dimethyl-;1-(1-Methyl-2-piperidinyl)-2-propanol;LS-115389;TM85986800;EN300-343625

Chemical Property of (+)-N-Methylallosedridine

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 157.146664230
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(CC1CCCCN1C)O

Technology Process of (+)-N-Methylallosedridine

There total 15 articles about (+)-N-Methylallosedridine 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: 66.0%

3-methylhexahydro-3H-pyrido[1,2-c][1,3]oxazin-1-one → (2RS)-1-[(2SR)-N-methylpiperidin-2-yl]propan-2-ol (41447-09-0,41447-11-4,41447-13-6,41447-14-7,41447-15-8,41447-16-9,49624-51-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1016/j.tet.2004.08.073

Reference yield:

tert-butyl 2-(2-propenylidene)piperidine-1-carboxylate → (2RS)-1-[(2SR)-N-methylpiperidin-2-yl]propan-2-ol (41447-09-0,41447-11-4,41447-13-6,41447-14-7,41447-15-8,41447-16-9,49624-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / trimethylsilyl iodide; phenol / CH₂Cl₂ / 0.5 h / 20 °C

2: 80 percent / NaBH₄; AcOH / 5 h / 20 °C

3: 66 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With sodium tetrahydroborate; lithium aluminium tetrahydride; trimethylsilyl iodide; acetic acid; phenol; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2004.08.073

Reference yield:

Tripiperidin (522-33-8,2583-71-3,60537-08-8) → (2RS)-1-[(2SR)-N-methylpiperidin-2-yl]propan-2-ol (41447-09-0,41447-11-4,41447-13-6,41447-14-7,41447-15-8,41447-16-9,49624-51-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 92 percent / toluene / 3 h / Heating

2.1: 78 percent / triethylamine; DMAP / tetrahydrofuran / 6 h / 40 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 47 percent / tetrahydrofuran; hexane / 2.33 h / -78 - 20 °C

4.1: 41 percent / trimethylsilyl iodide; phenol / CH₂Cl₂ / 0.5 h / 20 °C

5.1: 80 percent / NaBH₄; AcOH / 5 h / 20 °C

6.1: 66 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; trimethylsilyl iodide; acetic acid; triethylamine; phenol; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.2: Horner reaction;

DOI:10.1016/j.tet.2004.08.073

upstream raw materials:

dimethyl sulfate

formaldehyd

Tripiperidin

2-(diphenylphosphinoyl)piperidine

Downstream raw materials:

N-methylpelletierine

Refernces

• 1、 MARION,CHAPUT. "A new occurrence of di-methylisopelletierine.". . p. 215 - 217. Retrieved 2007/10/04.