H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

Chemical Name:H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
CAS No.:146879-06-3
Molecular Formula:C₁₇H₃₃N₅O₃
Molecular Weight:355.481
Hs Code.:

Synonyms:H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Chemical Property of H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Technology Process of H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 3 articles about H-3-azido-L-alanine 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: 95.0%

: 146879-03-0
N-(tert-butoxycarbonyl)-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 146879-06-3
H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;
DOI:10.1021/jm00056a005

Reference yield:

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

: 146879-06-3
H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: Multi-step reaction with 2 steps

1: 59 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

2: 95 percent / TFA / CH₂Cl₂ / 2.5 h / 0 °C

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

Reference yield:

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

: 146879-06-3
H-3-azido-L-alanine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: Multi-step reaction with 3 steps

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

2: 59 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

3: 95 percent / TFA / CH₂Cl₂ / 2.5 h / 0 °C

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