bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate

Base Information

• Chemical Name: bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate
• CAS No.: 222610-71-1
• Molecular Formula: C₅₁H₅₅N₆O₁₂P
• Molecular Weight: 975.004

Synonyms:bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate

Chemical Property of bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate

Chemical Property:

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Technology Process of bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate

There total 2 articles about bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate 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:

4-(Z-(S)-prolyl)aminobutyraldehyde diethyl acetal (168553-76-2) → bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate (222610-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 0.5 N HCl / tetrahydrofuran / 2 h / Ambient temperature

2: AcOH / 2 h / 85 - 90 °C

With hydrogenchloride; acetic acid; In tetrahydrofuran;

DOI:10.1021/jm981033g

Reference yield:

(S)-2-(4-Oxo-butylcarbamoyl)-pyrrolidine-1-carboxylic acid benzyl ester + tris<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> phosphite (222610-55-1) → bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate (222610-71-1)

Guidance literature:

With acetic acid; at 85 - 90 ℃; for 2h; Yield given;

DOI:10.1021/jm981033g

Reference yield:

bis<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> 1-(benzyloxycarbonyl-(S)-prolyl)pyrrolidine-2(R,S)-phosphonate (222610-71-1) → bis<4-((S)-alanylamino)phenyl> 1-((S)-prolyl)pyrrolidine-2(R,S)-phosphonate

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h;

DOI:10.1021/jm981033g

upstream raw materials:

tris<4-(N-benzyloxycarbonyl-(S)-alanylamino)phenyl> phosphite

4-(Z-(S)-prolyl)aminobutyraldehyde diethyl acetal

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