N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

Chemical Name:N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
CAS No.:135674-73-6
Molecular Formula:C₂₅H₄₈N₂O₅
Molecular Weight:456.667
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Chemical Property of N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Technology Process of N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 2 articles about N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 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: 91.0%

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 6404-28-0
Boc-Nle-OH

: 135674-73-6
N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; 1.) -23 deg C, 2 h, 2.) RT, 15 h;
DOI:10.1021/jm00056a005

Reference yield:

: 104882-10-2
(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 135674-73-6
N-(tert-butoxycarbonyl)norleucine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 4 M HCl / dioxane / 1 h / Ambient temperature

2: 91 percent / 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 15 h

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00056a005