amprenavir

Base Information

• Chemical Name: amprenavir
• CAS No.: 1348180-72-2
• Molecular Formula: C₂₆H₃₇N₃O₅S
• Molecular Weight: 503.663
• Mol file: 1348180-72-2.mol

Synonyms:amprenavir

Chemical Property of amprenavir

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of amprenavir

There total 11 articles about amprenavir 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: 90.0%

4-nitro-N-((2R(syn),3S)-2-hydroxy-4-phenyl-3-((S)-tetrahydrofuran-3-yloxy carbonylamino)-butyl)-N-isobutylbenzenesulfonamide → amprenavir (1348180-72-2)

Guidance literature:

With tin(II) chloride dihdyrate; In ethyl acetate; at 70 ℃; for 1h;

Reference yield:

(3-benzyloxiran-2-yl)methanol (85531-71-1) → amprenavir (1348180-72-2)

Guidance literature:

Multi-step reaction with 8 steps

1.1: titanium(IV) isopropylate; trimethylsilylazide / benzene / 0.25 h / Inert atmosphere; Reflux

2.1: p-toluenesulfonyl chloride; dmap; triethylamine; di(n-butyl)tin oxide / dichloromethane / 3 h / 0 - 20 °C

2.2: 1 h / 0 - 25 °C

3.1: acetic acid; water; (1S,2S)-N,N'-1,2-cyclohexylenebis(salicylideneaminato)cobalt(II) / tetrahydrofuran / 14 h / 0 - 25 °C

4.1: isopropyl alcohol / 5 h / 50 °C

5.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C

6.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C

6.2: 29 h

7.1: triethylamine / dichloromethane / 2 h / 20 °C

8.1: tin(II) chloride dihdyrate / ethyl acetate / 1 h / 70 °C

With titanium(IV) isopropylate; dmap; tin(II) chloride dihdyrate; (1S,2S)-N,N'-1,2-cyclohexylenebis(salicylideneaminato)cobalt(II); trimethylsilylazide; water; di(n-butyl)tin oxide; acetic acid; triethylamine; p-toluenesulfonyl chloride; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate; isopropyl alcohol; benzene;

Reference yield:

(2R,3R)-3-azido-4-phenylbutane-1,2-diol (206361-96-8) → amprenavir (1348180-72-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 12.5 h / 0 - 20 °C

2.1: triphenylphosphine / tetrahydrofuran / 0.5 h / 25 °C

2.2: 29 h

3.1: triethylamine / dichloromethane / 2 h / 20 °C

4.1: tin(II) chloride dihdyrate / ethyl acetate / 1 h / 70 °C

With tin(II) chloride dihdyrate; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; ethyl acetate;

upstream raw materials:

(3-benzyloxiran-2-yl)methanol

(2S)-2-[1'(S)-1-azido-2-phenylethyl]oxirane

(2R,3R)-3-azido-4-phenylbutane-1,2-diol

4-Nitrobenzenesulfonyl chloride