(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

Base Information

Chemical Name:(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester
CAS No.:138629-36-4
Molecular Formula:C₂₉H₃₆N₄O₅
Molecular Weight:520.629
Hs Code.:

Synonyms:(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

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Chemical Property of (S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

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Technology Process of (S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

There total 17 articles about (S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester 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:

: 68766-96-1
ethyl (R)-2-pyrrolidone-5-carboxylate

: 138629-36-4
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1: LiBH₄

2: Et₃N, 4-dimethylaminopyridine

3: Et₃N, 4-dimethylaminopyridine

4: LiOOH, H₂O

5: 1.) t-BuCOCl, Et₃N, 2.) XpLi

6: trifluoroacetic acid

7: Et₃N

8: HF-pyridine / 13 h / 25 °C

9: DMSO, COCl₂, iPr₂NEt

10: MgSO₄ / CH₂Cl₂ / 1 h / 25 °C

11: PPh₃, C₂Cl₆, Et₃N / acetonitrile / 14 h / 35 °C

12: 1.) KHMDS, trisyl-N₃, CH₃COOH

13: 4 h / 25 °C

14: 1.) trifluoroacetic acid, 2.) NaCNBH₃

With dmap; lithium borohydride; lithium hydroperoxide; hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; water; pivaloyl chloride; potassium hexamethylsilazane; sodium cyanoborohydride; magnesium sulfate; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00030a063

Reference yield:

: 6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
D-Glutamic acid

: 138629-36-4
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 15 steps

1: 88 percent / SOCl₂, KOH / 150 °C

2: LiBH₄

3: Et₃N, 4-dimethylaminopyridine

4: Et₃N, 4-dimethylaminopyridine

5: LiOOH, H₂O

6: 1.) t-BuCOCl, Et₃N, 2.) XpLi

7: trifluoroacetic acid

8: Et₃N

9: HF-pyridine / 13 h / 25 °C

10: DMSO, COCl₂, iPr₂NEt

11: MgSO₄ / CH₂Cl₂ / 1 h / 25 °C

12: PPh₃, C₂Cl₆, Et₃N / acetonitrile / 14 h / 35 °C

13: 1.) KHMDS, trisyl-N₃, CH₃COOH

14: 4 h / 25 °C

15: 1.) trifluoroacetic acid, 2.) NaCNBH₃

With dmap; potassium hydroxide; lithium borohydride; thionyl chloride; lithium hydroperoxide; hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; water; pivaloyl chloride; potassium hexamethylsilazane; sodium cyanoborohydride; magnesium sulfate; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00030a063

Reference yield:

: 30924-93-7
Boc-Glu-OBn

: 138629-36-4
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Et₃N

2: Et₃N

3: HF-pyridine / 13 h / 25 °C

4: DMSO, COCl₂, iPr₂NEt

5: MgSO₄ / CH₂Cl₂ / 1 h / 25 °C

6: PPh₃, C₂Cl₆, Et₃N / acetonitrile / 14 h / 35 °C

7: 1.) KHMDS, trisyl-N₃, CH₃COOH

8: 4 h / 25 °C

9: 1.) trifluoroacetic acid, 2.) NaCNBH₃

With hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; potassium hexamethylsilazane; sodium cyanoborohydride; magnesium sulfate; pyridine hydrogenfluoride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00030a063