1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone

Base Information

• Chemical Name: 1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone
• CAS No.: 1026076-90-3
• Molecular Formula: C₁₃H₁₇NO₂S
• Molecular Weight: 251.349
• DSSTox Substance ID: DTXSID801240691
• Mol file: 1026076-90-3.mol

Synonyms:DTXSID801240691;1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone;1026076-90-3

Chemical Property of 1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 251.09799996
• Heavy Atom Count: 17
• Complexity: 254

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCN1CCCC(C1=O)SC2=CC=CC=C2

Technology Process of 1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone

There total 2 articles about 1-(Methoxymethyl)-3-(phenylthio)-2-piperidinone 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: 89.0%

1-(methoxymethyl)piperidin-2-one (50902-27-7) + diphenyldisulfane (882-33-7) → 1-(methoxymethyl)-3-(phenylthio)piperidin-2-one (1026076-90-3)

Guidance literature:

1-(methoxymethyl)piperidin-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -28 ℃; for 0.916667h;

diphenyldisulfane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃; for 1h; Further stages.;

DOI:10.1007/s10886-008-9432-4

Reference yield:

piperidin-2-one (675-20-7) → 1-(methoxymethyl)-3-(phenylthio)piperidin-2-one (1026076-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / dichloromethane; tetrahydrofuran / 0.5 h / 0 °C

1.2: 3 h

2.1: lithium diisopropyl amide / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c9cc00917e

Reference yield: 78.0%

1-(methoxymethyl)-3-(phenylthio)piperidin-2-one (1026076-90-3) → 3-(phenylthio)piperidin-2-one (104261-03-2)

Guidance literature:

With hydrogenchloride; In ethanol; for 6h; Heating;

DOI:10.1021/jo00047a031

upstream raw materials:

1-(methoxymethyl)piperidin-2-one

diphenyldisulfane

piperidin-2-one

Downstream raw materials:

3-(phenylthio)piperidin-2-one

5,6-dihydro-2(1H)-pyridinone

1-(4-Nitrobenzoyl)-5,6-dihydropyridin-2(1H)-one (2d)

rac-(4aS^*,8R^*,8aS^*)-8-Methoxy-2-(p-nitrobenzoyl)-cis-1,2,3,4,4a,5,6,7,8,8a-decahydro-1,6-dioxoisoquinoline

Refernces

• 1、 Fincher,Dyer,Dodson,Richards,Tobler,Searcy,Mather,Reid,Rolig,Pidcock. "Inter- and intraspecific comparisons of antiherbivore defenses in three species of rainforest understory shrubs". . p. 558 - 574. Retrieved 2008/09/20.