(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

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Chemical Name:(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid
CAS No.:160447-21-2
Molecular Formula:C₄₁H₅₁N₃O₅
Molecular Weight:665.873
Hs Code.:

Synonyms:(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

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Chemical Property of (R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

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Technology Process of (R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

There total 5 articles about (R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic 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: 99.0%

: 160447-13-2
N-<1(S)-(cyclohexylmethyl)-2(R),3(S)-dihydroxy-5-methylhexyl>-4-oxo-4-(phenylmethoxy)-2(R)-<<(1-triphenylmethyl)-1H-imidazol-4-yl>methyl>butanamide

: 160447-21-2
(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 2.5h; under 760 Torr;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 104882-45-3
(S)-2-amino-1-cyclohexyl-(R)-3,(S)-4-dihydroxy-6-methylheptane hydrochloride

: 160447-21-2
(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

Guidance literature:: Multi-step reaction with 2 steps

1: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 °C

2: 99 percent / H₂ / Pd/C / ethanol / 2.5 h / 760 Torr

With hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00265-X

Reference yield:

: 160447-11-0
4(S)-(1-methylethyl)-3-[1-oxo-3-[1-(triphenylmethyl)-1H-imidazol-4-yl]propyl]-2-oxazolidinone

: 160447-21-2
(R)-N-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexyl)-3-(1-trityl-1H-imidazol-4-ylmethyl)-succinamic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / NaHMDS / tetrahydrofuran / -78 °C / 1.) 45 min, 2.) 2 h

2: 30 percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 25 °C

3: i-Pr₂NEt, BOP*PF₆ / dimethylformamide / 25 °C

4: 99 percent / H₂ / Pd/C / ethanol / 2.5 h / 760 Torr

With lithium hydroxide; hydrogen; dihydrogen peroxide; sodium hexamethyldisilazane; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(98)00265-X