(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid

Base Information

Chemical Name:(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid
CAS No.:89617-86-7
Molecular Formula:C14H13ClO3
Molecular Weight:264.708
Hs Code.:
European Community (EC) Number:641-912-4
UNII:R60QH2454J
Nikkaji Number:J2.666.776C
Wikidata:Q27287842
Mol file:89617-86-7.mol

Synonyms:89617-86-7;(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid;5-Chloronaproxen, (S)-;(S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid;(S)-5-Chloro Naproxen;5-Chloro naproxen, (S)-;5-Chloro naproxen, (+)-;R60QH2454J;(2S)-2-(5-CHLORO-6-METHOXY-2-NAPHTHYL)PROPIONIC ACID;(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic Acid (5-Chloronaproxen);Naproxen impurity B [EP];UNII-R60QH2454J;Naproxen sodium impurity B [EP];(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic Acid;Naproxen Imp. B (EP);5-Chloronaproxen;Naproxen Impurity B;(S)-5-chloronaproxen;SCHEMBL9486872;RVVAYDHIVLCPBC-QMMMGPOBSA-N;2-Naphthaleneacetic acid, 5-chloro-6-methoxy-alpha-methyl-, (alphaS)-;MFCD27967013;NAPROXEN IMPURITY B [EP IMPURITY];CS-0377788;NS00133301;F74802;NAPROXEN SODIUM IMPURITY B [EP IMPURITY];Q27287842;(S)-2-(5-chloro-6-methoxy-2-naphthyl)-propionic acid;(S)-5-Chloro-6-Methoxy-|A-Methyl-2-naphthaleneacetic Acid;(2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid, pharmaceutical impurity standard;2-NAPHTHALENEACETIC ACID, 5-CHLORO-6-METHOXY-.ALPHA.-METHYL-, (.ALPHA.S)-

Suppliers and Price of (2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid

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
Packaging
price

TRC
(S)-5-ChloroNaproxen
2.5g
$ 1455.00

Total 13 raw suppliers

Chemical Property of (2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid

Chemical Property:

Melting Point:158 °C
Boiling Point:431.1±30.0 °C(Predicted)
PKA:4.73±0.30(Predicted)
PSA：46.53000
Density:1.296±0.06 g/cm3(Predicted)
LogP:3.68990
XLogP3:3.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:264.0553220
Heavy Atom Count:18
Complexity:307

Purity/Quality:

99%, ^*data from raw suppliers

(S)-5-ChloroNaproxen ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C1=CC2=C(C=C1)C(=C(C=C2)OC)Cl)C(=O)O
Isomeric SMILES:C[C@@H](C1=CC2=C(C=C1)C(=C(C=C2)OC)Cl)C(=O)O
Uses (S)-5-Chloro Naproxen is an impurity of (S)-Naproxen (N377520).

Technology Process of (2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid

There total 9 articles about (2S)-2-(5-Chloro-6-methoxynaphthalen-2-yl)propanoic acid 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: 98.0%

: 22204-53-1
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

: 89617-86-7,92471-86-8
(S)-2-(1-chloro-2-methoxynaphthalen-6-yl)propanoic acid

Guidance literature:: With N-chloro-succinimide; dimethyl sulfoxide; In chloroform; at 25 ℃; for 12h; Reagent/catalyst; Schlenk technique;

Reference yield:

: 22204-53-1
(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

: 89617-86-7,92471-86-8
(S)-2-(1-chloro-2-methoxynaphthalen-6-yl)propanoic acid

Guidance literature:

Reference yield:

: 93-04-9
2-Methoxynaphthalene

: 89617-86-7,92471-86-8
(S)-2-(1-chloro-2-methoxynaphthalen-6-yl)propanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hypochlorite, NaCl, aq. H₂SO₄ / CH₂Cl₂ / 1 h / 15 - 17 °C

2: 60 percent / AlCl₃ / CH₂Cl₂ / 4 h / 25 °C

4: 100 percent / diethyl ether

5: 80 percent / sodium hypochlorite, aq. HCl / CH₂Cl₂ / 1 h / 15 °C

6: 37percent aq. Hcl / acetone / 3 h / Heating

With hydrogenchloride; sodium hypochlorite; aluminium trichloride; sulfuric acid; sodium chloride; In diethyl ether; dichloromethane; acetone;
DOI:10.1021/jo00377a002