(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride

Base Information

• Chemical Name: (2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride
• CAS No.: 51091-84-0
• Molecular Formula: C14H13ClO2
• Molecular Weight: 248.709
• Hs Code.: 2918990090
• European Community (EC) Number: 610-612-5
• DSSTox Substance ID: DTXSID40965366
• Nikkaji Number: J1.003.015C
• Wikidata: Q76309713
• Mol file: 51091-84-0.mol

Synonyms:51091-84-0;(S)-(+)-Naproxen chloride;(2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride;Naproxen acid chloride;(S)-2-(6-Methoxynaphthalen-2-yl)propanoyl chloride;d-2-(6-Methoxy-2-naphthyl)propionyl chloride;(s)-naproxen chloride;(S)-2-(6-Methoxy-2-naphthyl)propionyl chloride;SCHEMBL2552569;DTXSID40965366;UODROGXCIVAQDJ-VIFPVBQESA-N;MFCD12031840;(S)-(+)-Naproxen chloride, >=97.0%;E73633;(S)-2-(6-Methoxy-2-naphtyl)propionyl chloride;(S)-2-(6-Methoxynaphthalen-2-yl)propanoylchloride;(s)-2-(6-methoxynaphthalen-2-yl)propionyl chloride;(S)-2-(6-methoxy-2-naphthyl)propionic acid chloride;(S)-2-(6-methoxy-naphthalen-2-yl)-propionyl chloride;(S)-6-Methoxy-alpha-methyl-2-naphthaleneacetyl Chloride

Chemical Property of (2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride

Chemical Property:

• Vapor Pressure: 1.02E-05mmHg at 25°C
• Melting Point: 94-96 °C
• Boiling Point: 371.6°Cat760mmHg
• Flash Point: 136.9°C
• PSA: 26.30000
• Density: 1.206g/cm³
• LogP: 3.71730
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 248.0604073
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

98%,99%, ^*data from raw suppliers

(S)-(+)-Naproxen chloride ≥97.0% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36-52
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)Cl
• Isomeric SMILES: C[C@@H](C1=CC2=C(C=C1)C=C(C=C2)OC)C(=O)Cl

Technology Process of (2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride

There total 7 articles about (2S)-2-(6-methoxynaphthalen-2-yl)propanoyl chloride 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: 100.0%

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid (22204-53-1) → (S)-naproxenoyl chloride (51091-84-0)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 1h; Glovebox; Inert atmosphere;

DOI:10.1002/anie.202109235

Reference yield: 100.0%

(+)-2-(6-methoxy-2-naphthyl)propionic acid (22204-53-1,23979-41-1,23981-80-8,26159-31-9) → (+)-naproxen acid chloride (38835-18-6,51091-84-0,52344-64-6,105927-04-6)

Guidance literature:

With oxalyl dichloride; for 0.5h; Ambient temperature;

Reference yield:

oxalyl dichloride (79-37-8) + (2S)-2-(6-methoxy(2-naphthyl))propanoic acid (22204-53-1) → (S)-naproxenoyl chloride (51091-84-0)

Guidance literature:

In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

(+)-2-(6-methoxy-2-naphthyl)propionic acid

(2S)-2-(6-methoxy(2-naphthyl))propanoic acid

S-2-(6-methoxy-2-naphthyl)propionaldehyde

oxalyl dichloride

Downstream raw materials:

(2S,αS)-methyl N-<2-(6-methoxy-2-naphthyl)propionyl>phenylalaninate

2-(2-Hydroxyethoxy)ethyl 2-(6-methoxy-2-naphthyl)propionat

(S)-2-(6-methoxynaphth-2-yl)-N-[(S)-1-(naphth-1-yl)ethyl]propionamide

(S)-2-(6-methoxynaphth-2-yl)-N-[(R)-1-(naphth-1-yl)ethyl]propionamide

Refernces

• 1、 Pischel, Uwe,Abad, Sergio,Miranda, Miguel A.. "Stereoselective fluorescence quenching by photoinduced electron transfer in naphthalene-amine dyads". . p. 1088 - 1089. Retrieved 2003.
• 2、 Reid,Stobaugh,Sternson. "Liquid chromatographic determination of cyclophosphamide enantiomers in plasma by precolumn chiral derivatization". . p. 441 - 446. Retrieved 1989.
• 3、 Helal, Mohamed H.,Abbas, Samir Y.,Salem, Mohamed A.,Farag, Awatef A.,Ammar, Yousry A.. "Synthesis and characterization of new types of 2-(6-methoxy-2-naphthyl) propionamide derivatives as potential antibacterial and antifungal agents". . p. 5598 - 5609. Retrieved 2013.
• 4、 Zhang, Kun,Rombach, David,N?tel, Nicolas Yannick,Jeschke, Gunnar,Katayev, Dmitry. "Radical Trifluoroacetylation of Alkenes Triggered by a Visible-Light-Promoted C–O Bond Fragmentation of Trifluoroacetic Anhydride". supporting information. p. 22487 - 22495. Retrieved 2021/09/09.
• 5、 Kariofillis, Stavros K.,Shields, Benjamin J.,Tekle-Smith, Makeda A.,Zacuto, Michael J.,Doyle, Abigail G.. "Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source". supporting information. p. 7683 - 7689. Retrieved 2020/04/22.