N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

Base Information

Chemical Name:N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine
CAS No.:1599472-08-8
Molecular Formula:C₃₂H₄₀N₄O₉
Molecular Weight:624.691
Hs Code.:

Synonyms:N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

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Chemical Property of N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

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Technology Process of N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

There total 1 articles about N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine 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: 57.0%

: 2-chlorotrityl resin

: 35661-39-3,136132-75-7
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 123639-61-2
Fmoc-L-glutamic acid-g-benzyl ester

: 35661-40-6
N-Fmoc L-Phe

: 3128-06-1
5-ketohexanoic acid

: 1599472-08-8
N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

Guidance literature:: 2-chlorotrityl resin; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 2h; Microwave irradiation;

With piperidine; In N,N-dimethyl-formamide; at 50 ℃; for 0.05h; Microwave irradiation;

Fmoc-L-glutamic acid-g-benzyl ester; N-Fmoc L-Phe; 5-ketohexanoic acid;
DOI:10.1016/j.tet.2014.03.058

Reference yield:

: 1036637-23-6
12-aminododecyl 2-acetamido-2-deoxy-β-d-glucopyranoside acetic acid salt

: 1599472-08-8
N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

: C₅₂H₇₈N₆O₁₄

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2014.03.058

Reference yield:

: 1599472-08-8
N-(5-oxohexanoyl)-l-phenylalanyl-l-(γ-benzyl)glutamyl-l-alanyl glycine

: 1599472-14-6
12-[N-(5-oxohexanoyl)-l-phenylalanyl-l-glutamyl-l-alanyl-glycinyl]-aminododecyl 2-acetamido-2-deoxy-β-d-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 1 h / 20 °C

2: palladium 10% on activated carbon / 1,4-dioxane; water / 1 h / 50 °C

With palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.03.058