N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol

Base Information

• Chemical Name: N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol
• CAS No.: 89028-20-6
• Molecular Formula: C₂₇H₄₆N₂O₅
• Molecular Weight: 478.673
• Mol file: 89028-20-6.mol

Synonyms:N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol

Chemical Property of N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol

There total 2 articles about N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol 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-(tert-butoxycarbonylamino)-3-methylbutanoic anhydride (33294-55-2) + (2R,5S)-5-Amino-1-benzyloxy-2,7-dimethyl-octan-4-ol; hydrochloride → N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol (89028-20-6) + N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4S,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol (89103-67-3)

Guidance literature:

With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; for 6h; Title compound not separated from byproducts;

Reference yield:

N-(tert-butoxycarbonyl)-(2R,4RS,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol (89028-19-3,89065-03-2,106032-63-7) → N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol (89028-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / dioxane / 0.5 h

2: 1.) NEt₃, 2.) DCC / CH₂Cl₂; dimethylformamide / 6 h / 0 °C

With hydrogenchloride; triethylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

acetic anhydride (108-24-7) + N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4RS,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol (89028-20-6,89103-67-3) → N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-4-acetoxy-5-amino-1-(benzyloxy)-2,7-dimethyloctane (105943-62-2) + N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4S,5S)-4-acetoxy-5-amino-1-(benzyloxy)-2,7-dimethyloctane (106032-66-0)

Guidance literature:

With dmap; triethylamine; In ethyl acetate; for 5h; Ambient temperature;

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)-3-methylbutanoic anhydride

N-(tert-butoxycarbonyl)-(2R,4RS,5S)-5-amino-1-(benzyloxy)-2,7-dimethyloctan-4-ol

Downstream raw materials:

N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4R,5S)-4-acetoxy-5-amino-1-(benzyloxy)-2,7-dimethyloctane

N-<(tert-butoxycarbonyl)-L-valyl>-(2R,4S,5S)-4-acetoxy-5-amino-1-(benzyloxy)-2,7-dimethyloctane