L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride)

Base Information

• Chemical Name: L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride)
• CAS No.: 65864-23-5
• Molecular Formula: C₂₀H₂₃N₃O₄*ClH
• Molecular Weight: 405.881

Synonyms:L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride)

Chemical Property of L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride)

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Technology Process of L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride)

There total 3 articles about L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(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: 79.0%

(tert-butyloxycarbonyl)-β-benzyl-L-aspartyl-L-phenylalanine amide (60058-69-7) → L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride) (65864-23-5)

Guidance literature:

In hydrogenchloride; water; ethyl acetate;

Reference yield:

BOC-L-aspartic acid 4-benzyl ester (7536-58-5,98482-77-0) → L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride) (65864-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / N-methylmorpholine, HOBt, EDCI / dimethylformamide; CH₂Cl₂ / 12 h / Ambient temperature

2: aq. HCl / acetic acid / 1.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00113a023

Reference yield:

(S)-2-amino-3-phenylpropionamide hydrochloride (65864-22-4) → L-α-aspartyl-(L)-phenylalaninamide phenylmethyl ester mono(hydrochloride) (65864-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / N-methylmorpholine, HOBt, EDCI / dimethylformamide; CH₂Cl₂ / 12 h / Ambient temperature

2: aq. HCl / acetic acid / 1.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jm00113a023

upstream raw materials:

(tert-butyloxycarbonyl)-β-benzyl-L-aspartyl-L-phenylalanine amide

BOC-L-aspartic acid 4-benzyl ester

(S)-2-amino-3-phenylpropionamide hydrochloride

Downstream raw materials:

Boc-Lys(Cbz)-Asp(OBzl)-Phe-NH₂

Boc-Trp-Lys-Asp-Phe-NH₂

(S)-3-{(S)-6-Benzyloxycarbonylamino-2-[(S)-2-tert-butoxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-hexanoylamino}-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

Boc-Trp-homolysine(N^ω-2-methylphenylaminocarbonyl)-Asp-Phe-NH2

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