(2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide

Base Information

• Chemical Name: (2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide
• CAS No.: 146546-64-7
• Molecular Formula: C₄₀H₆₇N₅O₈
• Molecular Weight: 746.001
• Mol file: 146546-64-7.mol

Synonyms:(2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide

Chemical Property of (2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide

There total 6 articles about (2R,4S,5S)-5-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide 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: 100.0%

N-butylamine (109-73-9,85404-21-3) + (3R,5S,1'S)-5-<1'-(Nα-tert-butoxycarbonyl-Nδ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-2'-cyclohexyl>ethyl-3-methyldihydrofuran-2(3H)-one (146546-97-6) → (2R,4S,5S)-5-(Nα-tert-butoxycarbonyl-Nδ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide (146546-64-7)

Guidance literature:

for 72h; Ambient temperature;

DOI:10.1248/cpb.42.534

Reference yield:

t-Boc-L-valine (13734-41-3) → (2R,4S,5S)-5-(Nα-tert-butoxycarbonyl-Nδ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide (146546-64-7)

Guidance literature:

Multi-step reaction with 4 steps

1: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 4 h / Ambient temperature

2: 4 N HCl / dioxane / 0.5 h / Ambient temperature

3: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 3 h / Ambient temperature

4: 100 percent / 72 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.534

Reference yield:

(3R,5S,1'S)-5-(1'-tert-butoxycarbonylamino-2'-cyclohexylethyl)-3-methyldihydrofuran-2(3H)-one (132094-22-5) → (2R,4S,5S)-5-(Nα-tert-butoxycarbonyl-Nδ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-6-cyclohexyl-4-hydroxy-2-methylhexanoic acid n-butylamide (146546-64-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 4 N HCl / dioxane / 0.5 h / Ambient temperature

2: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 4 h / Ambient temperature

3: 4 N HCl / dioxane / 0.5 h / Ambient temperature

4: diethylphosphoryl cyanide, Et₃N / dimethylformamide / 3 h / Ambient temperature

5: 100 percent / 72 h / Ambient temperature

With hydrogenchloride; diethylphosphoryl cyanide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.42.534

upstream raw materials:

N-butylamine

(3R,5S,1'S)-5-<1'-(N^α-tert-butoxycarbonyl-N^δ-benzyloxycarbonyl-L-ornithyl-L-valyl)amino-2'-cyclohexyl>ethyl-3-methyldihydrofuran-2(3H)-one

t-Boc-L-valine

(3R,5S,1'S)-5-(1'-tert-butoxycarbonylamino-2'-cyclohexylethyl)-3-methyldihydrofuran-2(3H)-one