Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)-

Base Information

• Chemical Name: Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)-
• CAS No.: 81391-04-0
• Molecular Formula: C10H18ClNO
• Molecular Weight: 203.712
• DSSTox Substance ID: DTXSID30450872
• Mol file: 81391-04-0.mol

Synonyms:81391-04-0;Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)-;DTXSID30450872

Chemical Property of Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)-

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.1076919
• Heavy Atom Count: 13
• Complexity: 199

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=C(N1CCCC1COC)Cl)C
• Isomeric SMILES: CC(=C(N1CCC[C@H]1COC)Cl)C

Technology Process of Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)-

There total 1 articles about Pyrrolidine, 1-(1-chloro-2-methyl-1-propenyl)-2-(methoxymethyl)-, (2S)- 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:

(2S)-2-(methoxymethyl)-1-pyrrolidine (63126-47-6) → (S)-(-)-1-(1-chloro-2-methylpropenyl)-2-(methoxymethyl)pyrrolidine (81391-04-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) COCl₂, 2.) NEt₃

With triethylamine;

DOI:10.1021/ja00374a036

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + (S)-(-)-1-(1-chloro-2-methylpropenyl)-2-(methoxymethyl)pyrrolidine (81391-04-0) → 2,2-dimethyl-3-phenylcyclobutanone (81391-08-4,4056-87-5)

Guidance literature:

With sodium hydroxide; zinc(II) chloride; Yield given. Multistep reaction;

DOI:10.1021/ja00374a036

Reference yield:

1-iodo-1-cyclohexene (17497-53-9) + (S)-(-)-1-(1-chloro-2-methylpropenyl)-2-(methoxymethyl)pyrrolidine (81391-04-0) → (S)-(+)-1-(1-cyclohex-1-enyl-2-methylpropenyl)-2-(methoxymethyl)pyrrolidine

Guidance literature:

With tert.-butyl lithium; Yield given. Multistep reaction; 1.) THF, -78 deg C, 3 h, 2.) THF, from -78 deg C to RT, overnight;

DOI:10.1016/0040-4020(95)01126-9

upstream raw materials:

(2S)-2-(methoxymethyl)-1-pyrrolidine

Downstream raw materials:

2,2-dimethyl-3-phenylcyclobutanone