(2R)-2-amino-3-(2-hydroxyphenyl)propanoic acid hydrochloride

Base Information

• Chemical Name: (2R)-2-amino-3-(2-hydroxyphenyl)propanoic acid hydrochloride
• CAS No.: 2058231-92-6
• Molecular Formula: C₉H₁₁NO₃*ClH
• Molecular Weight: 217.652
• Mol file: 2058231-92-6.mol

Synonyms:

Chemical Property of (2R)-2-amino-3-(2-hydroxyphenyl)propanoic acid hydrochloride

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-2-amino-3-(2-hydroxyphenyl)propanoic acid hydrochloride

There total 10 articles about (2R)-2-amino-3-(2-hydroxyphenyl)propanoic acid 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:

2-hydroxy-5-nitrobenzyl alcohol (39224-61-8) → L-o-Tyr hydrochloride (1810074-88-4,2058231-92-6)

Guidance literature:

Multi-step reaction with 9 steps

1: 90 percent / NaH / tetrahydrofuran; dimethylformamide / 1.) 30-40 deg C, 30 min, 2.) r.t., 2 h

2: Et₃N / tetrahydrofuran / 1 h / 0 °C

3: NaI / acetone / 2 h / Ambient temperature

4: 90 percent / 10percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂

5: 100 percent / 1 N aq. HCl, Et₃N / 1.) THF, r.t., 10 min, 2.) MeOH, r.t., 4 h

6: 1 N LiOH / tetrahydrofuran / 0.5 h / Ambient temperature

7: H₂ / 10percent Pd/C / methanol / 2 h / 3.4 Torr / Ambient temperature

8: isoamyl nitrite, AcOH / 0.5 h / Ambient temperature

9: NABH₄, 2 N aq. HCl / ethanol / 1 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydride; acetic acid; triethylamine; sodium iodide; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1021/jo00108a023

Reference yield:

2-(Benzyloxy)-5-nitrobenzyl iodide (168702-56-5) → L-o-Tyr hydrochloride (1810074-88-4,2058231-92-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / 10percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂

2: 100 percent / 1 N aq. HCl, Et₃N / 1.) THF, r.t., 10 min, 2.) MeOH, r.t., 4 h

3: 1 N LiOH / tetrahydrofuran / 0.5 h / Ambient temperature

4: H₂ / 10percent Pd/C / methanol / 2 h / 3.4 Torr / Ambient temperature

5: isoamyl nitrite, AcOH / 0.5 h / Ambient temperature

6: NABH₄, 2 N aq. HCl / ethanol / 1 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; triethylamine; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jo00108a023

Reference yield:

(2-(benzyloxy)-5-nitrophenyl)methanol (168702-54-3) → L-o-Tyr hydrochloride (1810074-88-4,2058231-92-6)

Guidance literature:

Multi-step reaction with 8 steps

1: Et₃N / tetrahydrofuran / 1 h / 0 °C

2: NaI / acetone / 2 h / Ambient temperature

3: 90 percent / 10percent aq. NaOH, tetrabutylammonium hydrogen sulfate / CH₂Cl₂

4: 100 percent / 1 N aq. HCl, Et₃N / 1.) THF, r.t., 10 min, 2.) MeOH, r.t., 4 h

5: 1 N LiOH / tetrahydrofuran / 0.5 h / Ambient temperature

6: H₂ / 10percent Pd/C / methanol / 2 h / 3.4 Torr / Ambient temperature

7: isoamyl nitrite, AcOH / 0.5 h / Ambient temperature

8: NABH₄, 2 N aq. HCl / ethanol / 1 h / Ambient temperature

With hydrogenchloride; lithium hydroxide; sodium hydroxide; sodium tetrahydroborate; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; acetic acid; triethylamine; sodium iodide; isopentyl nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone;

DOI:10.1021/jo00108a023

upstream raw materials:

2-hydroxy-5-nitrobenzyl alcohol

(2-(benzyloxy)-5-nitrophenyl)methanol

2-(Benzyloxy)-5-nitrobenzyl iodide

(S)-2-Amino-3-(2-benzyloxy-5-nitro-phenyl)-propionic acid