Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-

Base Information

• Chemical Name: Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-
• CAS No.: 82796-68-7
• Molecular Formula: C14H15NO
• Molecular Weight: 213.279
• DSSTox Substance ID: DTXSID50357374
• Nikkaji Number: J995.594A
• Wikidata: Q82137270

Synonyms:82796-68-7;(S)-N-(1-(Naphthalen-1-yl)ethyl)acetamide;Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-;N-[(1R)-1-(naphthalen-1-yl)ethyl]acetamide;SCHEMBL9817975;DTXSID50357374;RFWQKLFRYNTMOB-JTQLQIEISA-N;N-acetyl-(S)-alpha-(1-naphthyl)ethylamine;N-[(1S)-1-(naphthalen-1-yl)ethyl]acetamide

Chemical Property of Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 213.115364102
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC2=CC=CC=C21)NC(=O)C
• Isomeric SMILES: C[C@@H](C1=CC=CC2=CC=CC=C21)NC(=O)C

Technology Process of Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]-

There total 4 articles about Acetamide, N-[(1S)-1-(1-naphthalenyl)ethyl]- 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:

(RS)-1-(1-naphthyl)ethylamine (42882-31-5) + acetyl chloride (75-36-5) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (1R)-N-acetyl-(1-naphthyl)ethylamine (72407-64-8) + (S)-N-(1-(naphthalen-1-yl)ethyl)acetamide (82796-68-7)

Guidance literature:

With heptakis (6-O-triisopropylsilyl)-β-cyclodextrin; triethylamine; In cyclohexane; at 10 ℃; for 6h; enantioselective reaction; Resolution of racemate;

DOI:10.1016/j.tet.2013.11.097

Reference yield:

(RS)-1-(1-naphthyl)ethylamine (42882-31-5) + ethyl acetate (141-78-6) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (1R)-N-acetyl-(1-naphthyl)ethylamine (72407-64-8) + (S)-N-(1-(naphthalen-1-yl)ethyl)acetamide (82796-68-7)

Guidance literature:

With Candida antarctica lipase B; at 60 ℃; Title compound not separated from byproducts;

DOI:10.1021/jo026701r

Reference yield:

(RS)-1-(1-naphthyl)ethylamine (42882-31-5) + (1S,2S)-N-acetyl-1,2-bis(trifluoromethanesulfonamido) cyclohexane (498542-91-9) → (S)-1-(1-Naphthyl)ethylamine (10420-89-0) + (R)-1-(1-Naphthyl)ethylamine (3886-70-2) + (1R)-N-acetyl-(1-naphthyl)ethylamine (72407-64-8) + (S)-N-(1-(naphthalen-1-yl)ethyl)acetamide (82796-68-7)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; at -20 ℃; for 24h; Title compound not separated from byproducts;

DOI:10.1002/anie.200453956

upstream raw materials:

(RS)-1-(1-naphthyl)ethylamine

ethyl acetate

(1S,2S)-N-acetyl-1,2-bis(trifluoromethanesulfonamido) cyclohexane

acetic anhydride

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