ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)propanoate

Base Information

• Chemical Name: ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)propanoate
• CAS No.: 149520-09-2
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.25
• DSSTox Substance ID: DTXSID801235721
• Nikkaji Number: J2.640.870I
• Mol file: 149520-09-2.mol

Synonyms:149520-09-2;ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)propanoate;(S)-3-Amino-3-(3,4-methylenedioxyphenyl)propionicacid,ethylester;Ethyl (S)-3-amino-3-(benzo[d][1,3]dioxol-5-yl)propanoate;1,3-Benzodioxole-5-propanoic acid, beta-amino-, ethyl ester, (betaS)-;SCHEMBL8249411;DTXSID801235721;EN300-705881;ethyl (3S)-3-amino-3-(1,3-dioxaindan-5-yl)propanoate;Ethyl (betaS)-beta-amino-1,3-benzodioxole-5-propanoate;(S)-beta-Amino-1,3-benzodioxole-5-propanoic acid ethyl ester;ETHYL (3S)-3-AMINO-3-(2H-1,3-BENZODIOXOL-5-YL)PROPANOATE

Chemical Property of ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)propanoate

Chemical Property:

• Boiling Point: 365.4±42.0 °C(Predicted)
• PKA: 7.62±0.44(Predicted)
• PSA: 70.78000
• Density: 1.243±0.06 g/cm3(Predicted)
• LogP: 2.06860
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 271

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C1=CC2=C(C=C1)OCO2)N
• Isomeric SMILES: CCOC(=O)C[C@@H](C1=CC2=C(C=C1)OCO2)N

Technology Process of ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)propanoate

There total 3 articles about ethyl (3S)-3-amino-3-(1,3-benzodioxol-5-yl)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:

(S)-(-)-ethyl 3-(benzylamino)-3-[5-(benzo-1,3-dioxole)]propanoate → (S)-(-)-ethyl 3-amino-3-[5-(benzo-1,3-dioxole)]propanoate (149520-09-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; water; at 20 ℃; for 24h;

DOI:10.1021/ja0176649

Reference yield:

(S)-(-)-methyl 3-(benzylamino)-3-[5-(benzo-1,3-dioxole)]propanoate → (S)-(-)-ethyl 3-amino-3-[5-(benzo-1,3-dioxole)]propanoate (149520-09-2)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. H₂SO₄ / 12 h / 70 °C

2: hydrogen / Pd/C / ethanol; H₂O / 24 h / 20 °C

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethanol; water;

DOI:10.1021/ja0176649

Reference yield:

ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate (24393-66-6) → (S)-(-)-ethyl 3-amino-3-[5-(benzo-1,3-dioxole)]propanoate (149520-09-2)

Guidance literature:

With n-butyllithium; chloro-trimethyl-silane; (R)-1-phenyl-ethyl-amine; hydrogen; palladium dihydroxide; Multistep reaction; 2.) EtOH;

DOI:10.1016/0960-894X(96)00438-6

upstream raw materials:

ethyl (E)-3-(benzo[d][1,3]dioxol-5-yl)acrylate

Downstream raw materials:

(S)-ethyl 3-(2-(3-benzyl-5-methyl-2-oxopyridin-1(2H)-yl)hexanamido)-3-(benzo[d][1,3]dioxol-5-yl)propanoate