Benzenebutanoic acid, a-amino-g-oxo-, (aR)-

Base Information

• Chemical Name: Benzenebutanoic acid, a-amino-g-oxo-, (aR)-
• CAS No.: 134053-85-3
• Molecular Formula: C10H11 N O3
• Molecular Weight: 193.202
• Mol file: 134053-85-3.mol

Synonyms:Benzenebutanoic acid, a-amino-g-oxo-, (R)-; D-2-Amino-4-oxo-4-phenylbutanoic acid; FCE28469

Chemical Property of Benzenebutanoic acid, a-amino-g-oxo-, (aR)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenebutanoic acid, a-amino-g-oxo-, (aR)-

There total 6 articles about Benzenebutanoic acid, a-amino-g-oxo-, (aR)- 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:

(3S,6R)-6-Dibenzoylmethyl-3-isopropyl-2,5-piperazinedione (134023-29-3,134053-87-5) → L-valine (72-18-4,25609-85-2,7004-03-7,921-10-8) + (2R)-2-Amino-4-oxo-4-phenylbutyric acid (134053-85-3)

Guidance literature:

With hydrogenchloride; at 90 ℃; for 20h;

DOI:10.1016/S0040-4020(01)87046-0

Reference yield:

(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile (332072-80-7) → (2R)-2-Amino-4-oxo-4-phenylbutyric acid (134053-85-3) + (S)-2-amino-4-oxo-4-phenyl-butanoic acid (119817-54-8)

Guidance literature:

(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile; With hydrogenchloride; Heating;

With hydrogen; palladium on activated charcoal; In methanol; Further stages. Title compound not separated from byproducts.;

DOI:10.1021/ol015520t

Reference yield:

ethyl 3,3-(ethylenedioxy)-3-phenylpropanoate (27773-03-1) → (2R)-2-Amino-4-oxo-4-phenylbutyric acid (134053-85-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 95 percent / diisobutylaluminum hydride / CH₂Cl₂ / 3 h / -78 °C

2.1: 68 percent / Ti(OEt) / CH₂Cl₂

3.1: i-PrOH / tetrahydrofuran / 20 °C

3.2: 82 percent / tetrahydrofuran / -78 - 20 °C

4.1: aq. HCl / Heating

4.2: H₂ / Pd/C / methanol

With hydrogenchloride; Ti(OEt); diisobutylaluminium hydride; isopropyl alcohol; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol015520t

upstream raw materials:

(3S,6R)-6-Dibenzoylmethyl-3-isopropyl-2,5-piperazinedione

(S)-(+)-(N-(S)-p-toluenesulfinyl)-2-amino-3,3-(ethylenedioxy)-3-phenylpropanonitrile

ethyl 3,3-(ethylenedioxy)-3-phenylpropanoate

2-(2-phenyl-1,3-dioxolan-2-yl)acetaldehyde