(2S)-2-AMino-benzenebutanoic Acid Methyl Ester Hydrochloride

Base Information

• Chemical Name: (2S)-2-AMino-benzenebutanoic Acid Methyl Ester Hydrochloride
• CAS No.: 106860-17-7
• Molecular Formula: C11H15NO2
• Molecular Weight: 193.246
• Hs Code.: 2922498590
• Mol file: 106860-17-7.mol

Synonyms:indoline-2-ylmethanol;methyl (S)-2-amino-4-phenylbutanoate;methyl 2S-2-amino-4-phenylbutanoate;H-L-Hph-OMe;(2S)-2-AMINO-BENZENEBUTANOIC ACID METHYL ESTER HYDROCHLORIDE;(S)-methyl 2-amino-4-phenylbutanoate;homo-Phe methyl ester;L-Homophenylalanine Methyl Ester;

Chemical Property of (2S)-2-AMino-benzenebutanoic Acid Methyl Ester Hydrochloride

Chemical Property:

• Melting Point: >180°C (dec.)
• Boiling Point: 295.4±33.0 °C(Predicted)
• PKA: 7.52±0.35(Predicted)
• PSA: 52.32000
• Density: 1.077±0.06 g/cm3(Predicted)
• LogP: 1.81980
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, DMSO, Methanol

Purity/Quality:

95% ^*data from raw suppliers

L-HomophenylalanineMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: L-Homophenylalanine Methyl Ester is an intermediate of L-Homophenylalanine (H600500), an antitumor agent.

Technology Process of (2S)-2-AMino-benzenebutanoic Acid Methyl Ester Hydrochloride

There total 5 articles about (2S)-2-AMino-benzenebutanoic Acid Methyl 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:

methanol (67-56-1) + D-homophenylalanine (943-73-7) → methyl 2S-2-amino-4-phenylbutanoate (106860-17-7)

Guidance literature:

With hydrogenchloride; at 0 - 20 ℃; for 18h;

DOI:10.1016/S0960-894X(03)00084-2

Reference yield:

-2-<(benzyloxycarbonyl)amino>-4-phenyl-3-butenoic acid methyl ester (212832-84-3) → methyl 2S-2-amino-4-phenylbutanoate (106860-17-7)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.46.1094

Reference yield:

iodobenzene (591-50-4) → methyl 2S-2-amino-4-phenylbutanoate (106860-17-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 17 percent / aq. NaHCO₃, Pd(OAc)2, Bu₄NCl / 24 h / 45 °C

2: hexane; methanol; benzene

3: H₂, 0.1 N aq. HCl / 10 percent Pd/C / methanol

With hydrogenchloride; palladium diacetate; tetrabutyl-ammonium chloride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; hexane; benzene;

DOI:10.1248/cpb.46.1094

upstream raw materials:

-2-<(benzyloxycarbonyl)amino>-4-phenyl-3-butenoic acid methyl ester

methanol

D-homophenylalanine

iodobenzene

Downstream raw materials:

C₂₈H₃₄N₂O₅

Methyl N-[N-(3,5-Difluorophenylacetyl)-L-Alaninyl]-(S)-2-Amino-4-Phenylbutanoate

C₂₀H₂₉NO₃

C₃₆H₄₅F₂N₃O₄

Refernces

• 1、 -. "Novel method of treatment of inflammatory skin conditions". Page/Page column 10. . Retrieved 2010/11/26.
• 2、 Itaya, Taisuke,Hozumi, Yoshitaka. "Synthesis of optically active (2-arylvinyl)glycine derivatives by palladium-catalyzed arylation of (s)-n-(benzyloxycarbonyl)vinylglycine". . p. 1094 - 1101. Retrieved 2007/10/03.