Loxoprofen active metabolite

Base Information

Chemical Name:Loxoprofen active metabolite
CAS No.:83648-76-4
Molecular Formula:C₁₅H₂₀O₃
Molecular Weight:248.322
Hs Code.:
UNII:926CB5J9Z0
Nikkaji Number:J556.550B
Wikidata:Q27145809
Pharos Ligand ID:L3XG8W6AQJYF
ChEMBL ID:CHEMBL441414

Synonyms:loxoprofen active metabolite;Loxoprofen srs;Loxoprofenol-SRS;UNII-926CB5J9Z0;Loxoprofen-(2S,1'R,2'S)-trans-alcohol;926CB5J9Z0;Loxoprofen trans-alcohol, (2S,1'R,2'S)-;HR1405-01;CHEMBL441414;83648-76-4;CHEBI:76204;Benzeneacetic acid, 4-(((1R,2S)-2-hydroxycyclopentyl)methyl)-alpha-methyl-, (alphaS)-;Benzeneacetic acid, 4-(((1R,2S)-2-hydroxycyclopentyl)methyl)-alpha-methyl-, rel-;loxoprofen-SRS;Loxoprofen metabolite;loxoprofen trans-alcohol;Loxoprofen trans alcohol;SCHEMBL11131767;GTPL11973;GLXC-25676;BDBM50140321;compound 5a [PMID: 14980665];(2S,1'R,2'S)-loxoprofen trans-alcohol;HY-144773;CS-0514551;Q27145809;(2S)-2-(4-{[(1R,2S)-2-hydroxycyclopentyl]methyl}phenyl)propanoic acid;(S)-2-(4-(((1R,2S)-2-Hydroxycyclopentyl)methyl)phenyl)propanoic acid;(S)-2-[4-((1R,2S)-2-Hydroxy-cyclopentylmethyl)-phenyl]-propionic acid;(S)-2-[4-[(2beta-Hydroxycyclopentane-1alpha-yl)methyl]phenyl]propionic acid;BENZENEACETIC ACID, 4-(((1R,2S)-2-HYDROXYCYCLOPENTYL)METHYL)-.ALPHA.-METHYL-, REL-;BENZENEACETIC ACID, 4-(((1R,2S)-2-HYDROXYCYCLOPENTYL)METHYL)-.ALPHA.-METHYL-, (.ALPHA.S)-

Suppliers and Price of Loxoprofen active metabolite

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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Total 0 raw suppliers

Chemical Property of Loxoprofen active metabolite

Chemical Property:

XLogP3:2.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:248.14124450
Heavy Atom Count:18
Complexity:282

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC(C1=CC=C(C=C1)CC2CCCC2O)C(=O)O
Isomeric SMILES:C[C@@H](C1=CC=C(C=C1)C[C@H]2CCC[C@@H]2O)C(=O)O

Technology Process of Loxoprofen active metabolite

There total 47 articles about Loxoprofen active metabolite 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: 78.0%

: 83599-42-2
(2S)-2-<4-((1R)-2-oxocyclopentylmethyl)phenyl>propionic acid

: 83648-76-4,371753-20-7
(2S)-2-<4-(trans-(1R,2S)-2-hydroxycyclopentylmethyl)phenyl>propionic acid

Guidance literature:: With Geotrichum candidum NBRC 4597; In ethanol; at 30 ℃; optical yield given as %de; stereoselective reaction; Enzymatic reaction;
DOI:10.1016/j.tetasy.2011.06.019

Reference yield: 58.0%

: 1126011-12-8
(S)-2-(4-(((1R,2S)-2-(tert-butyldimethylsilyloxy)cyclopentyl)methyl)phenyl)propanoicacid

: 83648-76-4,371753-20-7
(2S)-2-<4-(trans-(1R,2S)-2-hydroxycyclopentylmethyl)phenyl>propionic acid

Guidance literature:: With hydrogen fluoride; water; In acetonitrile; at 20 ℃; for 3.5h;
DOI:10.1021/ol802949c

Reference yield:

: 72748-99-3,187035-29-6
(R)-1-Amino-2-(methoxymethyl)pyrrolidine

: 83648-76-4,371753-20-7
(2S)-2-<4-(trans-(1R,2S)-2-hydroxycyclopentylmethyl)phenyl>propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / cyclohexane / Reflux

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -78 °C

2.2: 2.5 h / -100 - -78 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

4.1: dipyridinium dichromate / N,N-dimethyl-formamide / 10 h / 20 °C

5.1: Geotrichum candidum NBRC 4597 / ethanol / 30 °C / Enzymatic reaction

With dipyridinium dichromate; tetrabutyl ammonium fluoride; tert.-butyl lithium; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; cyclohexane; N,N-dimethyl-formamide; pentane;
DOI:10.1016/j.tetasy.2011.06.019