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

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
• CAS No.: 104882-15-7
• Molecular Formula: C₂₅H₄₄N₄O₅
• Molecular Weight: 480.648
• Mol file: 104882-15-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about N-(tert-butoxycarbonyl)histidine 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:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride (104882-45-3) + N-(tert-butoxycarbonyl)-L-histidine (17791-52-5) → N-(tert-butoxycarbonyl)histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (104882-15-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; Yield given; 1.) -23 deg C, 2 h, 2.) RT, overnight;

DOI:10.1021/jm00056a005

Reference yield: 99.0%

N-(tert-butoxycarbonyl)histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (104882-15-7) → H-histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (116183-33-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2.5h;

DOI:10.1021/jm00056a005

Reference yield:

N-(tert-butoxycarbonyl)histidine amide of (2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (104882-15-7) → (R)-2-Benzyl-N-[(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-4-(4-methyl-piperazin-1-yl)-4-oxo-butyramide

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / TFA / CH₂Cl₂ / 2.5 h / 0 °C

2: 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; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00056a005

upstream raw materials:

(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

N-(tert-butoxycarbonyl)-L-histidine

Downstream raw materials:

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