(S)-Fenpropimorph

Base Information

• Chemical Name: (S)-Fenpropimorph
• CAS No.: 76492-90-5
• Molecular Formula: C20H33NO
• Molecular Weight: 303.48200
• Metabolomics Workbench ID: 57345
• Nikkaji Number: J695.411A
• Wikidata: Q27121923
• Mol file: 76492-90-5.mol

Synonyms:(S)-Fenpropimorph;(S)-cis-fenpropimorph;(2R,6S)-4-[(2S)-3-(4-tert-butylphenyl)-2-methylpropyl]-2,6-dimethylmorpholine;Fenpropemorph;Mildofix;Mistral;Corbel;Funbas;Mistral T;Power task;(S)-(-)-fenpropimorph;SCHEMBL7953741;CHEBI:50146;RYAUSSKQMZRMAI-YESZJQIVSA-N;Q27121923;4-[3-[4-(1,1-Dimethylethyl)phenyl]-2-methylpropyl]-2,6-dimethylmorpholine, 9CI

Chemical Property of (S)-Fenpropimorph

Chemical Property:

• PSA: 12.47000
• LogP: 4.20980
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 303.256214676
• Heavy Atom Count: 22
• Complexity: 317

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CC(O1)C)CC(C)CC2=CC=C(C=C2)C(C)(C)C
• Isomeric SMILES: C[C@@H]1CN(C[C@@H](O1)C)C[C@@H](C)CC2=CC=C(C=C2)C(C)(C)C

Technology Process of (S)-Fenpropimorph

There total 13 articles about (S)-Fenpropimorph 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: 88.0%

(S)-(+)-2-(4-tert-butylbenzyl)-1-chloropropane (138320-32-8) + cis-2,6-dimethylmorpholine (141-91-3,6485-45-6,6485-55-8) → fenpropimorph (76492-90-5,91269-52-2,76492-89-2)

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 3h;

DOI:10.1055/s-1995-4107

Reference yield: 82.0%

meso-1-iodo-2-((1-iodopropan-2-yl)oxy)propane + (S)-3-(4-(tert-butyl)phenyl)-2-methylpropane-1-amine hydrochloride → fenpropimorph (76492-90-5,91269-52-2,76492-89-2)

Guidance literature:

With potassium carbonate; In acetonitrile; at 70 ℃; for 20h;

DOI:10.1039/c6ob02765b

Reference yield:

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene (18880-00-7) → fenpropimorph (76492-90-5,91269-52-2,76492-89-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 84 percent / NaOEt / ethanol / Ambient temperature

2: 86 percent / LiAlH₄ / tetrahydrofuran / 3 h / Ambient temperature

3: 87 percent / Pseudomonas sp. lipase / hexane; diisopropyl ether / 2.4 h / 30 °C

4: 93 percent / pyridine / 48 h / 0 - 5 °C

5: LiAlH₄ / tetrahydrofuran / 18 h / 20 °C

6: 95 percent / triphosgene, PPh₃ / CH₂Cl₂ / 6 h / Ambient temperature

7: 88 percent / dimethylformamide / 3 h / 120 °C

With lithium aluminium tetrahydride; Pseudomonas sp. lipase; bis(trichloromethyl) carbonate; sodium ethanolate; triphenylphosphine; In tetrahydrofuran; pyridine; ethanol; hexane; dichloromethane; di-isopropyl ether; N,N-dimethyl-formamide;

DOI:10.1055/s-1995-4107

upstream raw materials:

(S)-(+)-2-(4-tert-butylbenzyl)-1-chloropropane

cis-2,6-dimethylmorpholine

2-(4-tert-butylbenzyl)diethylmalonate

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene