L-Histidine, N-acetyl-2-[4-amino-3-(dimethylamino)-4-oxobutyl]-1-(phenylmethyl)-, methyl ester, (S)-

Base Information

Chemical Name:L-Histidine, N-acetyl-2-[4-amino-3-(dimethylamino)-4-oxobutyl]-1-(phenylmethyl)-, methyl ester, (S)-
CAS No.:138629-37-5
Molecular Formula:C22H31N5O4
Molecular Weight:429.519
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of L-Histidine, N-acetyl-2-[4-amino-3-(dimethylamino)-4-oxobutyl]-1-(phenylmethyl)-, methyl ester, (S)-

Chemical Property:

Purity/Quality:

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Technology Process of L-Histidine, N-acetyl-2-[4-amino-3-(dimethylamino)-4-oxobutyl]-1-(phenylmethyl)-, methyl ester, (S)-

There total 19 articles about L-Histidine, N-acetyl-2-[4-amino-3-(dimethylamino)-4-oxobutyl]-1-(phenylmethyl)-, methyl ester, (S)- 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

: 138629-37-5
(S)-2-Acetylamino-3-[1-benzyl-2-((S)-3-carbamoyl-3-dimethylamino-propyl)-1H-imidazol-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 16 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

16: 1.) t-BuCOCl, Et₃N, 2.) NH₃

With dmap; lithium borohydride; lithium hydroperoxide; hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; ammonia; 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:

: 30924-93-7
Boc-Glu-OBn

: 138629-37-5
(S)-2-Acetylamino-3-[1-benzyl-2-((S)-3-carbamoyl-3-dimethylamino-propyl)-1H-imidazol-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 11 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

11: 1.) t-BuCOCl, Et₃N, 2.) NH₃

With hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; ammonia; 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:

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

: 138629-37-5
(S)-2-Acetylamino-3-[1-benzyl-2-((S)-3-carbamoyl-3-dimethylamino-propyl)-1H-imidazol-4-yl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 17 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

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

17: 1.) t-BuCOCl, Et₃N, 2.) NH₃

With dmap; potassium hydroxide; lithium borohydride; thionyl chloride; lithium hydroperoxide; hexachloroethane; 2,4,6-Triisopropylbenzenesulfonyl azide; ammonia; 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