2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Base Information

• Chemical Name: 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester
• CAS No.: 214057-81-5
• Molecular Formula: C₁₂H₁₇NO₄
• Molecular Weight: 239.271
• Mol file: 214057-81-5.mol

Synonyms:2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Chemical Property of 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester

There total 2 articles about 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester 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: 69.0%

2-[(E)-Hydroxyimino]-3-(4-methoxy-phenyl)-propionic acid ethyl ester (214057-97-3) → 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester (214057-81-5)

Guidance literature:

With hydrogenchloride; trimethylamine-borane; In ethanol;

DOI:10.1021/jo981292d

Reference yield:

2-hydroxy-3-(4-methoxyphenyl)acrylic acid (68383-86-8) → 2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester (214057-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / NH₂OH*HCl, TsOH

2: 69 percent / BH₃*NMe₃, HCl / ethanol

With hydrogenchloride; trimethylamine-borane; hydroxylamine hydrochloride; toluene-4-sulfonic acid; In ethanol;

DOI:10.1021/jo981292d

Reference yield:

2-Hydroxyamino-3-(4-methoxy-phenyl)-propionic acid ethyl ester (214057-81-5) → Phosphorous acid dibenzyl ester (1R,6R,7R,8S,9R)-7-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyl)-5-aza-tricyclo[6.3.1.01,5]dodec-9-yl ester

Guidance literature:

Multi-step reaction with 17 steps

1: ethanol / 12 h / 25 °C

2: 2) H₂ / 2) Pd/C / 1) toluene, reflux, 4 h, 2) AcOH, 45 psi, 24 h

3: 99 percent / DMAP, Et₃N / CH₂Cl₂ / 12 h

4: 99 percent / NaI / acetone / Heating

5: 97 percent / Bu₃SnH, AIBN / toluene / Heating

6: LiBH₄ / diethyl ether; tetrahydrofuran

7: aq. HCl, AcOH

8: 82 percent / Dess-Martin reagent

9: 70 percent / KOt-Bu / toluene / 0.42 h / 25 °C

10: DMAP, Et₃N / CH₂Cl₂

11: 18-crown-6 / toluene / 2 h / Heating

12: 93 percent / LAH / tetrahydrofuran / -78 - 65 °C

13: 91 percent / DMAP, Et₃N / CH₂Cl₂

14: 94 percent / 2,6-lutidine / CH₂Cl₂

15: 69 percent / 18-crown-6 / toluene / Heating

16: K₂CO₃ / methanol

17: tetrazole

With 2,6-dimethylpyridine; 1H-tetrazole; hydrogenchloride; dmap; lithium aluminium tetrahydride; lithium borohydride; 18-crown-6 ether; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; hydrogen; tri-n-butyl-tin hydride; potassium carbonate; Dess-Martin periodane; acetic acid; triethylamine; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone; toluene;

DOI:10.1021/jo981292d

upstream raw materials:

2-[(E)-Hydroxyimino]-3-(4-methoxy-phenyl)-propionic acid ethyl ester

2-hydroxy-3-(4-methoxyphenyl)acrylic acid

Downstream raw materials:

(S)-2-(2,8-Dioxo-1-aza-spiro[4.5]dec-1-yl)-3-(4-methoxy-phenyl)-propionaldehyde

1-[(S)-1-Hydroxymethyl-2-(4-methoxy-phenyl)-ethyl]-1-aza-spiro[4.5]decane-2,8-dione

(S)-3-(4-Methoxy-phenyl)-2-(10-oxo-1,4-dioxa-9-aza-dispiro[4.2.4.2]tetradec-9-yl)-propionic acid ethyl ester