tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

Base Information

Chemical Name:tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate
CAS No.:1374429-25-0
Molecular Formula:C₂₈H₃₅N₃O₅
Molecular Weight:493.603
Hs Code.:

Synonyms:tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

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Chemical Property of tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

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Technology Process of tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

There total 10 articles about tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate 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: 78.0%

: 1374429-24-9
N-methyl-(R)-2-[(R)-2-(methyloxy)-1-(tert-butoxycarbonylamino)-2-oxoethyl]-5-phenylpentanoyl-(S)-phenylalanineamide

: 1374429-25-0
tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1002/ejoc.201101318

Reference yield:

: (E)-7-phenylhept-3-en-2-ol

: 1374429-25-0
tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1: Novozym 435 / 18 h / 20 °C / Inert atmosphere; Enzymatic reaction

2: water; sodium hydroxide / methanol / 0 - 20 °C / Inert atmosphere

3: dmap; dicyclohexyl-carbodiimide / diethyl ether / 20 h / 0 - 20 °C / Inert atmosphere

4: n-butyllithium; diisopropylamine; zinc(II) chloride / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

5: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere; Cooling

6: sodium periodate; ruthenium(III) trichloride hydrate; water / tetrachloromethane; acetonitrile / 20 °C / Inert atmosphere

7: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

8: lithium hydroxide / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere

With dmap; sodium periodate; n-butyllithium; Novozym 435; ruthenium(III) trichloride hydrate; water; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; sodium hydroxide; zinc(II) chloride; lithium hydroxide; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 4: Claisen rearrangement;
DOI:10.1002/ejoc.201101318

Reference yield:

: 4530-20-5
BOC-glycine

: 1374429-25-0
tert-butyl (3R,4R)-1-[(S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-2,5-dioxo-4-(3-phenylpropyl)pyrrolidin-3-ylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: dmap; dicyclohexyl-carbodiimide / diethyl ether / 20 h / 0 - 20 °C / Inert atmosphere

2: n-butyllithium; diisopropylamine; zinc(II) chloride / tetrahydrofuran; hexane / -78 - 20 °C / Inert atmosphere

3: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere; Cooling

4: sodium periodate; ruthenium(III) trichloride hydrate; water / tetrachloromethane; acetonitrile / 20 °C / Inert atmosphere

5: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

6: lithium hydroxide / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere

With dmap; sodium periodate; n-butyllithium; ruthenium(III) trichloride hydrate; water; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; zinc(II) chloride; lithium hydroxide; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2: Claisen rearrangement;
DOI:10.1002/ejoc.201101318