[(2S)-2-(methoxymethoxymethyl)pyrrolidin-1-yl]-(2-methoxyphenyl)methanone

Base Information

• Chemical Name: [(2S)-2-(methoxymethoxymethyl)pyrrolidin-1-yl]-(2-methoxyphenyl)methanone
• CAS No.: 102069-85-2
• Molecular Formula: C15H21NO4
• Molecular Weight: 279.336
• DSSTox Substance ID: DTXSID001144790
• Nikkaji Number: J2.659.609B
• Mol file: 102069-85-2.mol

Synonyms:102069-85-2;DTXSID001144790;(S)-(2-((Methoxymethoxy)methyl)pyrrolidin-1-yl)(2-methoxyphenyl)methanone;[(2S)-2-[(Methoxymethoxy)methyl]-1-pyrrolidinyl](2-methoxyphenyl)methanone

Chemical Property of [(2S)-2-(methoxymethoxymethyl)pyrrolidin-1-yl]-(2-methoxyphenyl)methanone

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 279.14705815
• Heavy Atom Count: 20
• Complexity: 310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCOCC1CCCN1C(=O)C2=CC=CC=C2OC
• Isomeric SMILES: COCOC[C@@H]1CCCN1C(=O)C2=CC=CC=C2OC

Technology Process of [(2S)-2-(methoxymethoxymethyl)pyrrolidin-1-yl]-(2-methoxyphenyl)methanone

There total 4 articles about [(2S)-2-(methoxymethoxymethyl)pyrrolidin-1-yl]-(2-methoxyphenyl)methanone 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: 82.0%

2-methoxy-1-<<2(S)-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene (102069-83-0,207511-15-7) + chloromethyl methyl ether (107-30-2) → 2-methoxy-1-<<2(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>benzene (102069-85-2)

Guidance literature:

With triethylamine; In dichloromethane; 1.) 0 deg C, 1 h 2.) 25 deg C, 12 h;

DOI:10.1021/ja00247a027

Reference yield:

2-Methoxybenzoyl chloride (21615-34-9) → 2-methoxy-1-<<2(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>benzene (102069-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 4 h / Ambient temperature

With triethylamine; In dichloromethane;

DOI:10.1021/ja00231a038

Reference yield:

(S)-1-Pyrrolidin-2-yl-methanol (23356-96-9) → 2-methoxy-1-<<2(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>benzene (102069-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / CH₂Cl₂ / 4 h / Ambient temperature

With triethylamine; In dichloromethane;

DOI:10.1021/ja00231a038

upstream raw materials:

2-methoxy-1-<<2(S)-(hydroxymethyl)pyrrolidinyl>carbonyl>benzene

chloromethyl methyl ether

2-Methoxybenzoyl chloride

(S)-1-Pyrrolidin-2-yl-methanol

Downstream raw materials:

((R)-1-But-3-enyl-2-methoxy-cyclohexa-2,5-dienyl)-((S)-2-methoxymethoxymethyl-pyrrolidin-1-yl)-methanone

(2'S)-2-<<2'-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>cyclohex-2-en-1-one

(6R)-6-<<2-(S)-<(methoxymethoxy)methyl>pyrrolidinyl>carbonyl>-6-methyl-1-methoxy-1,4-cyclohexadiene

(2'S,2R)-2-methyl-2-<<2'-(hydroxymethyl)pyrrolidinyl>carbonyl>-3-cyclohexen-1-one