dl-loline

Base Information

• Chemical Name: dl-loline
• CAS No.: 103616-00-8
• Molecular Formula: C₈H₁₄N₂O
• Molecular Weight: 154.212
• Mol file: 103616-00-8.mol

Synonyms:

Chemical Property of dl-loline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dl-loline

There total 23 articles about dl-loline 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: 83.0%

(1R,3S,7R)-(2-Oxa-6-aza-tricyclo[4.2.1.03,7]non-8-yl)-carbamic acid ethyl ester (103478-48-4) → dl-loline (103616-00-8,30484-80-1)

Guidance literature:

With lithium tetrachloroaluminate; In tetrahydrofuran; Heating;

DOI:10.1021/jo00368a035

Reference yield:

N-Tosylloline (290836-00-9) → (+)-Loline (25161-91-5,103616-00-8,30484-80-1)

Guidance literature:

With sodium naphthalenide; In 1,2-dimethoxyethane; at -60 ℃; for 0.333333h;

Reference yield:

{(1R,2S,7S,7aS)-7-hydroxy-1-[methyl(4-tolylsulfonyl)amino]hexahydro-1H-pyrrolizin-2-yl} methanesulfonate (290835-99-3) → (+)-Loline (25161-91-5,103616-00-8,30484-80-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / 1,2-dichloro-benzene / 22 h / 180 °C

2: sodium naphthalenide / 1,2-dimethoxy-ethane / 0.33 h / -60 °C

With sodium naphthalenide; In 1,2-dimethoxyethane; 1,2-dichloro-benzene;

upstream raw materials:

N-formylloline

N-Tosylloline

(+)-Loline dihydrochloride

{(1R,2S,7S,7aS)-7-hydroxy-1-[methyl(4-tolylsulfonyl)amino]hexahydro-1H-pyrrolizin-2-yl} methanesulfonate

Downstream raw materials:

((1S)-(7at)-hexahydro-1r,6c-epoxido-pyrrolizin-7t-yl)-dimethyl-amine

N-((2R)-(3at,6at)-hexahydro-2r,4c-methano-furo[3,2-b]pyrrol-3c-yl)-N-methyl-benzamide

Lolinin

N-formylloline