ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate

Base Information

• Chemical Name: ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate
• CAS No.: 360059-20-7
• Molecular Formula: C₁₂H₁₇NO₃
• Molecular Weight: 223.272
• DSSTox Substance ID: DTXSID601251882
• Nikkaji Number: J1.663.131K
• Mol file: 360059-20-7.mol

Synonyms:360059-20-7;Benzenepropanoic acid, b-amino-4-methoxy-, ethyl ester, (bS)-;ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate;(S)-3-Amino-3-(4-methoxyphenyl)propionicacidethylester;SCHEMBL23462846;DTXSID601251882;EN300-10147648;Ethyl (betaS)-beta-amino-4-methoxybenzenepropanoate;(3S)-3-Amino-3-(4-methoxyphenyl)propanoic acid ethyl ester

Chemical Property of ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate

Chemical Property:

• PSA: 61.55000
• LogP: 2.34850
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 223.12084340
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

97% ^*data from raw suppliers

Benzenepropanoicacid,?-amino-4-methoxy-,ethylester,(?S)- 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate

There total 5 articles about ethyl (3S)-3-amino-3-(4-methoxyphenyl)propanoate 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: 43.0%

ethyl 3-amino-3-(4-methoxyphenyl)-propanoate (360059-20-7) → 3-amino-3-(4-methoxyphenyl)propionic acid + ethyl 3-amino-3-(4-methoxyphenyl)propionate (360059-20-7)

Guidance literature:

With potassium dihydrogenphosphate; water; Amano Lipase PS; In tert-butyl methyl ether; at 30 ℃; for 8h; pH=8.2; Product distribution / selectivity; Resolution of racemate;

Reference yield:

ethyl 3-amino-4-(4-methoxyphenyl)-2-butenoate (90788-35-5) → C12H17NO3 (360059-20-7) + (S)-3-Amino-3-(4-methoxy-phenyl)-propionic acid ethyl ester (360059-20-7)

Guidance literature:

With trichlorosilane; C₁₉H₃₂N₂O₂S; water; In toluene; at -40 ℃; for 36h; Overall yield = 88 %; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201501061

Reference yield:

ethyl 3-amino-4-(4-methoxyphenyl)-2-butenoate (90788-35-5) → C12H17NO3 (360059-20-7) + (S)-3-Amino-3-(4-methoxy-phenyl)-propionic acid ethyl ester (360059-20-7)

Guidance literature:

With trichlorosilane; C₁₉H₃₂N₂O₂S; water; In toluene; at -40 ℃; for 36h; Overall yield = 88 %; enantioselective reaction; Inert atmosphere;

DOI:10.1002/adsc.201501061

upstream raw materials:

ethyl 3-amino-4-(4-methoxyphenyl)-2-butenoate

ethyl 4-methoxybenzoylacetate

Downstream raw materials:

3-amino-3-(4-methoxy-phenyl)-propionaldehyde

<3-Amino-3-(4-methoxy-phenyl)-propionyl>-N-methyl-anilid