(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

Base Information

Chemical Name:(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid
CAS No.:1337556-02-1
Molecular Formula:C₂₈H₄₂N₆O₅
Molecular Weight:542.679
Hs Code.:

Synonyms:(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

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Chemical Property of (S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

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Technology Process of (S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

There total 27 articles about (S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid 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:

: C₃₈H₅₈N₆O₉

: 1337556-02-1
(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 15h;
DOI:10.1016/j.tet.2011.12.075

Reference yield:

: 1337556-54-3
C₄₂H₆₆N₆O₉

: 1337556-02-1
(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

Guidance literature:: With triethylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8.5h;
DOI:10.1021/jo201727g

Reference yield:

: C₂₂H₃₀O₂Si

: 1337556-02-1
(S)-2-{(2S,3S,Z)-1-[(S)-2-benzamido-6-guanidinohexanoyl]-4-ethylidene-3-methylpyrrolidine-2-carboxamido}-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 11 steps

1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 h / 20 °C

2: sodium hexamethyldisilazane / tetrahydrofuran / 0.33 h / 20 °C

3: benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / acetonitrile / 20 h / 20 °C

4: pyridine; pyridine hydrofluoride / tetrahydrofuran / 5 h / 0 - 20 °C

5: methanesulfonyl chloride; triethylamine / dichloromethane / 18 h / 0 - 20 °C

6: dichloromethane / 3 h / 0 °C

7: potassium carbonate / acetone / 20 h / 20 °C

8: triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / tetrahydrofuran / 6 h / 0 °C

9: diethylamine / tetrahydrofuran / 5 h / 20 °C

10: dichloromethane / 1.5 h

11: triethylsilane; trifluoroacetic acid / dichloromethane / 8.5 h / 20 °C

With pyridine; triethylsilane; dmap; pyridine hydrofluoride; sodium hexamethyldisilazane; potassium carbonate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; methanesulfonyl chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; In tetrahydrofuran; dichloromethane; acetone; acetonitrile; 2: enolate-Claisen rearrangement;
DOI:10.1021/jo201727g