bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

Base Information

Chemical Name:bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate
CAS No.:1348251-08-0
Molecular Formula:C₃₆H₄₆N₃O₇PS₂
Molecular Weight:727.883
Hs Code.:

Synonyms:bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

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Chemical Property of bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

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Technology Process of bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

There total 6 articles about bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate 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: 63.0%

: 1387565-29-8
C₂HF₃O₂*C₂₈H₄₀N₃O₅PS₂

: 100-09-4
4-methoxybenzoic acid

: 1348251-08-0
bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 22 ℃; for 12h;
DOI:10.1021/jm300599x

Reference yield:

: 22945-49-9
tris(4-(methylthio)phenyl) phosphite

: 1348251-08-0
bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

Guidance literature:: Multi-step reaction with 8 steps

1: acetic acid / 2 h / 80 - 90 °C

2: hydrogen bromide; acetic acid / 2 h / 22 °C

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 22 °C

4: dichloromethane / 2 h / 22 °C

5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 22 °C

6: Resolution of racemate

7: dichloromethane / 2 h / 22 °C

8: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 22 °C

With hydrogen bromide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jm300599x

Reference yield:

: tert-butyl (S)-1-((S)-2-((R,S)-1-(bis(4-(methylthio)phenoxy)-phosphoryl)-2-methylpropylcarbamoyl)pyrrolidin-1-yl)-3-methyl-1-oxobutan-2-ylcarbamate

: 1348251-08-0
bis(4-(methylthio)phenyl) (R)-1-((S)-1-((S)-2-(4-methoxybenzamido)-3-methylbutanoyl)pyrrolidine-2-carboxamido)-2-methylpropylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1: Resolution of racemate

2: dichloromethane / 2 h / 22 °C

3: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / acetonitrile / 12 h / 22 °C

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetonitrile;
DOI:10.1021/jm300599x