Ethyl 3-naphthalen-2-yl-D-alaninate

Base Information

• Chemical Name: Ethyl 3-naphthalen-2-yl-D-alaninate
• CAS No.: 773841-83-1
• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.305
• DSSTox Substance ID: DTXSID80703764
• Wikidata: Q82636018
• Mol file: 773841-83-1.mol

Synonyms:773841-83-1;Ethyl 3-naphthalen-2-yl-D-alaninate;SCHEMBL839943;DTXSID80703764;EN300-25006441;ETHYL (2R)-2-AMINO-3-(NAPHTHALEN-2-YL)PROPANOATE

Chemical Property of Ethyl 3-naphthalen-2-yl-D-alaninate

Chemical Property:

• PSA: 52.32000
• LogP: 2.97300
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 280

Purity/Quality:

(R)-2-AMINO-3-(2-NAPHTHYL)PROPIONIC ACIDETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC2=CC=CC=C2C=C1)N
• Isomeric SMILES: CCOC(=O)[C@@H](CC1=CC2=CC=CC=C2C=C1)N

Technology Process of Ethyl 3-naphthalen-2-yl-D-alaninate

There total 3 articles about Ethyl 3-naphthalen-2-yl-D-alaninate 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: 97.0%

ethanol (64-17-5) + L-3-(2-naphthyl)alanine (6960-34-5,14108-60-2,58438-03-2,76985-09-6,106107-92-0) → C15H17NO2 (773841-83-1)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

DOI:10.1002/jlcr.3959

Reference yield: 79.0%

ethanol (64-17-5) + 2-amino-3-(2-naphthyl)propanoic acid (14108-60-2,106107-92-0) → (±)-ethyl 2-amino-3-(naphthalen-2-yl)propanoate (603944-76-9,773841-83-1)

Guidance literature:

With thionyl chloride; at -5 ℃; for 3h; Reflux;

DOI:10.1021/jo502912m

Reference yield:

(±)-ethyl 2-amino-3-(naphthalen-2-yl)propanoate (603944-76-9,773841-83-1) → L-3-(2-naphthyl)alanine (6960-34-5,14108-60-2,58438-03-2,76985-09-6,106107-92-0) + (R)-2-naphthylalanine (76985-09-6,106107-92-0) + (R)-2-naphthylalanine ethyl ester (773841-83-1)

Guidance literature:

With cobalt(II) chloride; at 30 ℃; pH=8; optical yield given as %ee; enantioselective reaction; aq. phosphate buffer; Resolution of racemate; Enzymatic reaction;

DOI:10.1016/j.molcatb.2011.10.003

upstream raw materials:

(±)-ethyl 2-amino-3-(naphthalen-2-yl)propanoate

ethanol

2-amino-3-(2-naphthyl)propanoic acid

L-3-(2-naphthyl)alanine