12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

Base Information

Chemical Name:12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside
CAS No.:1599472-21-5
Molecular Formula:C₅₀H₈₀N₆O₁₉
Molecular Weight:1069.21
Hs Code.:

12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

Synonyms:12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

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Chemical Property of 12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

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Technology Process of 12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

There total 4 articles about 12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside 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: 94.0%

: 2956-16-3
uridine 5'-diphospho-D-galactose

: 1599472-15-7
12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl 2-acetamido-2-deoxy-β-d-glucopyranoside

: 1599472-21-5
12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

Guidance literature:: With β1,4-galactosyltransferase; cyclomaltooctaose; manganese(ll) chloride; In aq. buffer; at 25 ℃; for 5h; pH=7;
DOI:10.1016/j.tet.2014.03.058

Reference yield:

: 1599472-09-9
N-(5-oxohexanoyl)-glycinyl-l-(γ-benzyl)glutamyl-l-phenylalanyl glycine

: 1599472-21-5
12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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 / 2 h / 50 °C

3: β1,4-galactosyltransferase; cyclomaltooctaose; manganese(ll) chloride / aq. buffer / 5 h / 25 °C / pH 7

With palladium 10% on activated carbon; β1,4-galactosyltransferase; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cyclomaltooctaose; manganese(ll) chloride; In 1,4-dioxane; water; N,N-dimethyl-formamide;
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

: 1599472-21-5
12-[N-(5-oxohexanoyl)-glycinyl-l-glutamyl-l-phenylalanyl-glycinyl]-aminododecyl O-(β-d-galactopyranosyl)-(1→4)-2-acetamido-2-deoxy-β-d-glucopyranoside

Guidance literature:: Multi-step reaction with 3 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 / 2 h / 50 °C

3: β1,4-galactosyltransferase; cyclomaltooctaose; manganese(ll) chloride / aq. buffer / 5 h / 25 °C / pH 7

With palladium 10% on activated carbon; β1,4-galactosyltransferase; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; cyclomaltooctaose; manganese(ll) chloride; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.03.058