1OH-2BocNH-3PhPr [17]Metacyclophane deriv.

Base Information

• Chemical Name: 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.
• CAS No.: 180968-41-6
• Molecular Formula: C34H50 N4 O8
• Molecular Weight: 642.793
• Mol file: 180968-41-6.mol

Synonyms:1OH-2BocNH-3PhPr [17]Metacyclophane deriv.

Chemical Property of 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.

Chemical Property:

• Vapor Pressure: 8.59E-34mmHg at 25°C
• Boiling Point: 887.6°Cat760mmHg
• Flash Point: 490.6°C
• PSA: 166.95000
• Density: 1.11g/cm³
• LogP: 3.40930

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1OH-2BocNH-3PhPr [17]Metacyclophane deriv.

There total 9 articles about 1OH-2BocNH-3PhPr [17]Metacyclophane deriv. 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:

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol (6338-55-2) → [(1S,2R)-1-Benzyl-2-hydroxy-2-((13S,16R)-13-isopropyl-12,15-dioxo-2,5,8-trioxa-11,14,17-triaza-bicyclo[17.3.1]tricosa-1(23),19,21-trien-16-yl)-ethyl]-carbamic acid tert-butyl ester (180968-41-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

3: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

4: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

5: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: ethanol / 24 h / 80 °C

7: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

8: 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran / 120 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm950641i

Reference yield:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) → [(1S,2R)-1-Benzyl-2-hydroxy-2-((13S,16R)-13-isopropyl-12,15-dioxo-2,5,8-trioxa-11,14,17-triaza-bicyclo[17.3.1]tricosa-1(23),19,21-trien-16-yl)-ethyl]-carbamic acid tert-butyl ester (180968-41-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 1-hydroxybenzotriazole, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / dimethylformamide / 24 h / Ambient temperature

2: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

3: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

4: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

5: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

6: ethanol / 24 h / 80 °C

7: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

8: 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran / 120 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1021/jm950641i

Reference yield:

((S)-1-{2-[2-(2-Hydroxy-ethoxy)-ethoxy]-ethylcarbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester → [(1S,2R)-1-Benzyl-2-hydroxy-2-((13S,16R)-13-isopropyl-12,15-dioxo-2,5,8-trioxa-11,14,17-triaza-bicyclo[17.3.1]tricosa-1(23),19,21-trien-16-yl)-ethyl]-carbamic acid tert-butyl ester (180968-41-6)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / CH₂Cl₂ / 12 h / 0 - 20 °C

2: K₂CO₃, tetrabutylammonium iodide / dimethylsulfoxide / 4 h / 70 °C

3: hydroxyammonium chloride, aq. AcONa / ethanol / 1.5 h / 60 °C

4: formic acid, H₂ / 10percent Pd/C / methanol / 3 h / 760 Torr

5: ethanol / 24 h / 80 °C

6: 0.4 M aq. LiOH / dioxane / 16 h / Ambient temperature

7: 3,4-dihydro-3-hydroxy-4-oxo-1,2,3-benzotriazine, N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide hydrochloride / tetrahydrofuran / 120 h / Ambient temperature

With pyridine; lithium hydroxide; formic acid; hydroxylamine hydrochloride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jm950641i

upstream raw materials:

(2R,3R,4S)-2-[3-(2-{2-[2-((S)-2-Amino-3-methyl-butyrylamino)-ethoxy]-ethoxy}-ethoxy)-benzylamino]-4-tert-butoxycarbonylamino-3-hydroxy-5-phenyl-pentanoic acid

2-(2-(2-aminoethoxy)ethoxy)ethan-1-ol

(S)-N-(benzyloxycarbonyl)valine

[(S)-1-(2-{2-[2-(3-Formyl-phenoxy)-ethoxy]-ethoxy}-ethylcarbamoyl)-2-methyl-propyl]-carbamic acid benzyl ester

Refernces