(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

Base Information

Chemical Name:(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide
CAS No.:1026500-44-6
Molecular Formula:C₂₂H₃₂N₆O₃
Molecular Weight:428.534
Hs Code.:

Synonyms:(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

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Chemical Property of (S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

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Technology Process of (S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

There total 7 articles about (S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide 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: 98.0%

: 200949-34-4
4-{(S)-2-Benzyloxycarbonylamino-2-[(S)-1-((R)-1-carbamoylmethyl-2-phenyl-ethylcarbamoyl)-3-methyl-butylcarbamoyl]-ethyl}-imidazole-1-carboxylic acid benzyl ester

: 1026500-44-6
(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

: 126301-19-7
(2R)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropyl methanesulfonate

: 1026500-44-6
(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: dimethylsulfoxide / 24 h / 50 °C

2: 30percent KOH / methanol / 12 h / Heating

3: 70 percent / N-methylmorpholine, isobutyl chloroformate, NH₄OH / dimethylformamide / 0.17 h / -20 °C

4: 1.) CF₃COOH, 2.) BOP, N-methylmorpholine / 1.) room temp., 2.) DMF, room temp.

5: 1.) CF₃COOH, 2.) BOP, N-methylmorpholine / 1.) room temp., 2.) DMF, room temp.

6: 98 percent / H₂, 11 N HCl / 10percent Pd/C / dimethylformamide; ethanol / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0223-5234(99)80063-4

Reference yield:

: 106454-69-7
N-tert-butoxycarbonyl-D-Phenylalaninol

: 1026500-44-6
(S)-2-[(S)-2-Amino-3-(1H-imidazol-4-yl)-propionylamino]-4-methyl-pentanoic acid ((R)-1-carbamoylmethyl-2-phenyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 1 h

2: dimethylsulfoxide / 24 h / 50 °C

3: 30percent KOH / methanol / 12 h / Heating

4: 70 percent / N-methylmorpholine, isobutyl chloroformate, NH₄OH / dimethylformamide / 0.17 h / -20 °C

5: 1.) CF₃COOH, 2.) BOP, N-methylmorpholine / 1.) room temp., 2.) DMF, room temp.

6: 1.) CF₃COOH, 2.) BOP, N-methylmorpholine / 1.) room temp., 2.) DMF, room temp.

7: 98 percent / H₂, 11 N HCl / 10percent Pd/C / dimethylformamide; ethanol / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; potassium hydroxide; ammonium hydroxide; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; trifluoroacetic acid; isobutyl chloroformate; palladium on activated charcoal; In pyridine; methanol; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/S0223-5234(99)80063-4