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

Base Information

Chemical Name:(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid
CAS No.:138629-48-8
Molecular Formula:C₂₂H₃₀N₄O₅
Molecular Weight:430.504
Hs Code.:

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

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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

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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

There total 18 articles about (S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric 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:

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

: 138629-48-8
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid

Guidance literature:: Multi-step reaction with 15 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

15: H₂ / 10percent Pd/C / ethanol; H₂O / 15 h / 775.7 Torr

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

Reference yield:

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

: 138629-48-8
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; water; for 15h; under 775.7 Torr;
DOI:10.1021/ja00030a063

Reference yield:

: 30924-93-7
Boc-Glu-OBn

: 138629-48-8
(S)-4-[4-((S)-2-Acetylamino-2-methoxycarbonyl-ethyl)-1-benzyl-1H-imidazol-2-yl]-2-dimethylamino-butyric acid

Guidance literature:: Multi-step reaction with 10 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

10: H₂ / 10percent Pd/C / ethanol; H₂O / 15 h / 775.7 Torr

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