(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

Base Information

Chemical Name:(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide
CAS No.:146682-56-6
Molecular Formula:C₂₁H₃₈N₄O₃
Molecular Weight:394.558
Hs Code.:

Synonyms:(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

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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 (S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

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Technology Process of (S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

There total 9 articles about (S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide 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: 97.0%

: 198989-75-2
[(S)-1-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexylcarbamoyl)-2-(1H-imidazol-4-yl)-ethyl]-methyl-carbamic acid benzyl ester

: 146682-56-6
(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 22.5h; under 760 Torr;
DOI:10.1248/cpb.45.1631

Reference yield:

: 563-80-4
3-methyl-butan-2-one

: 146682-56-6
(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, from -70 deg C to RT, 2.) THF, 5 min

2: 27 percent / NaBH₄ / methanol / 1 h

3: 92 percent / TFA / 0.5 h / Ambient temperature

4: 1.) 4N HCl, isoamyl nitrite, 2.) Et₃N / 1.) 1,4-dioxane, DMF, -30 deg C, 40 min, 2.) 1,4-dioxane, DMF, 4 deg C, 22 h

5: 97 percent / H₂ / 10percent Pd/C / methanol / 22.5 h / 760 Torr

With hydrogenchloride; sodium tetrahydroborate; hydrogen; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; isopentyl nitrite; palladium on activated charcoal; In methanol;
DOI:10.1248/cpb.45.1631

Reference yield:

: 98105-42-1
(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

: 146682-56-6
(S)-N-((1S,2S,4S)-1-Cyclohexylmethyl-2,4-dihydroxy-5-methyl-hexyl)-3-(1H-imidazol-4-yl)-2-methylamino-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, from -70 deg C to RT, 2.) THF, 5 min

2: 27 percent / NaBH₄ / methanol / 1 h

3: 92 percent / TFA / 0.5 h / Ambient temperature

4: 1.) 4N HCl, isoamyl nitrite, 2.) Et₃N / 1.) 1,4-dioxane, DMF, -30 deg C, 40 min, 2.) 1,4-dioxane, DMF, 4 deg C, 22 h

5: 97 percent / H₂ / 10percent Pd/C / methanol / 22.5 h / 760 Torr

With hydrogenchloride; sodium tetrahydroborate; hydrogen; triethylamine; trifluoroacetic acid; lithium diisopropyl amide; isopentyl nitrite; palladium on activated charcoal; In methanol;
DOI:10.1248/cpb.45.1631