(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Base Information

Chemical Name:(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
CAS No.:140903-52-2
Molecular Formula:C₃₅H₅₀N₄O₆S
Molecular Weight:654.871
Hs Code.:

(2S,3R,4S)-2-<<N-<<(1S,2S,3S)-3-phenyl-2-(4-morpholinylcarbonyl)cyclopropyl>carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Synonyms:(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Chemical Property of (2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

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Technology Process of (2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

There total 9 articles about (2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 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: 63.0%

: 136010-43-0
(2S,3R,4S)-2-<(L-4-thiazolylalanyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 141042-69-5
<1R-(1α,2β,3β)>-2-(4-morpholinylcarbonyl)-3-phenylcyclopropanecarboxylic acid

: 140903-52-2
(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jm00088a005

Reference yield:

: 122621-77-6
(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 140903-52-2
(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole (HOBT), N-methylmorpholine (NMM), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC*HCl) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 21 h

2: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

3: 63 percent / 1-hydroxybenzotriazole (HOBT), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC*HCl) / dimethylformamide / 24 h / Ambient temperature

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a005

Reference yield:

: 104882-10-2
(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

: 140903-52-2
(2S,3R,4S)-2-<carbonyl>-3-(4-thiazoyl)-L-alanyl>amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane

Guidance literature:: Multi-step reaction with 4 steps

1: 4M aq. HCl / ethanol / 1.5 h

2: 1-hydroxybenzotriazole (HOBT), N-methylmorpholine (NMM), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC*HCl) / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 21 h

3: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

4: 63 percent / 1-hydroxybenzotriazole (HOBT), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC*HCl) / dimethylformamide / 24 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00088a005