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

Base Information

Chemical Name:N-methyl-(R)-2-[(R)-2-(methyloxy)-1-(tert-butoxycarbonylamino)-2-oxoethyl]-5-phenylpentanoyl-(S)-phenylalanineamide
CAS No.:1374429-24-9
Molecular Formula:C₂₉H₃₉N₃O₆
Molecular Weight:525.645
Hs Code.:

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

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Chemical Property of N-methyl-(R)-2-[(R)-2-(methyloxy)-1-(tert-butoxycarbonylamino)-2-oxoethyl]-5-phenylpentanoyl-(S)-phenylalanineamide

Chemical Property:

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Technology Process of N-methyl-(R)-2-[(R)-2-(methyloxy)-1-(tert-butoxycarbonylamino)-2-oxoethyl]-5-phenylpentanoyl-(S)-phenylalanineamide

There total 9 articles about N-methyl-(R)-2-[(R)-2-(methyloxy)-1-(tert-butoxycarbonylamino)-2-oxoethyl]-5-phenylpentanoyl-(S)-phenylalanineamide 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:

: 1374429-23-8
(R)-2-[(R)-1-(tert-butoxycarbonylamino)-2-methoxy-2-oxoethyl]-5-phenylpentanoic acid

: 35373-92-3
L-phenylalanine methylamide

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

Guidance literature:: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 0 - 20 ℃; for 18h; Inert atmosphere;
DOI:10.1002/ejoc.201101318

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 7 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

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; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4: Claisen rearrangement;
DOI:10.1002/ejoc.201101318

Reference yield:

: 4530-20-5
BOC-glycine

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

Guidance literature:: Multi-step reaction with 5 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

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; In tetrahydrofuran; tetrachloromethane; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 2: Claisen rearrangement;
DOI:10.1002/ejoc.201101318