2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride

Base Information

• Chemical Name: 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride
• CAS No.: 92147-38-1
• Molecular Formula: C₁₁H₁₅NO₄*ClH
• Molecular Weight: 261.705
• Mol file: 92147-38-1.mol

Synonyms:

Chemical Property of 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride

There total 1 articles about 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride 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:

ethanol (64-17-5) + 3,4-dihydroxy-L-phenylalanine (59-92-7,90638-38-3) → 2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride (23234-41-5,39740-30-2,92147-38-1)

Guidance literature:

With thionyl chloride; for 48h; Ambient temperature;

DOI:10.1021/jo00301a008

Reference yield:

2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride (23234-41-5,39740-30-2,92147-38-1) → (6,7-Bis-benzyloxy-2-oxo-1,2,3,4-tetrahydro-quinolin-3-yl)-carbamic acid allyl ester (128217-83-4,128299-84-3)

Guidance literature:

Multi-step reaction with 4 steps

1: NaHCO₃ / H₂O; tetrahydrofuran / overnight

2: K₂CO₃, NaI / ethanol / 4 h / Heating

3: 95 percent / nitric acid (d = 1.4) / acetic acid / 2 h / 0 °C

4: 68 percent / iron powder, glacial acetic acid / 3 h / 90 - 100 °C

With nitric acid; iron; sodium hydrogencarbonate; potassium carbonate; acetic acid; sodium iodide; In tetrahydrofuran; ethanol; water; acetic acid;

DOI:10.1021/jo00301a008

Reference yield:

2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride (23234-41-5,39740-30-2,92147-38-1) → 5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester (128218-09-7)

Guidance literature:

Multi-step reaction with 7 steps

1: NaHCO₃ / H₂O; tetrahydrofuran / overnight

2: K₂CO₃, NaI / ethanol / 4 h / Heating

3: 95 percent / nitric acid (d = 1.4) / acetic acid / 2 h / 0 °C

4: 68 percent / iron powder, glacial acetic acid / 3 h / 90 - 100 °C

5: 1.) NaH / 1.) THF, 30 min, 2.) reflux, 72 h

6: hydrazine hydrate / ethanol / 0.25 h / Heating

7: 40 mg / NaHCO₃ / ethyl acetate; H₂O / overnight

With nitric acid; iron; sodium hydride; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; acetic acid; sodium iodide; In tetrahydrofuran; ethanol; water; acetic acid; ethyl acetate;

DOI:10.1021/jo00301a008

upstream raw materials:

ethanol

3,4-dihydroxy-L-phenylalanine

Downstream raw materials:

5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

4-Amino-2-(6,7-bis-benzyloxy-3-tert-butoxycarbonylamino-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-butyric acid tert-butyl ester

1-<1-(tert-Butoxycarbonyl)-3-<(tert-butoxycarbonyl)amino>propyl>-3-<(allyloxycarbonyl)amino>-6,7-bis(benzyloxy)tetrahydroquinolin-2-one

1-<1-(tert-Butoxycarbonyl)-3-<(tert-butoxycarbonyl)amino>propyl>-3-<(allyloxycarbonyl)amino>-6,7-bis(benzyloxy)tetrahydroquinoline-2-thione