(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

Base Information

Chemical Name:(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide
CAS No.:140903-53-3
Molecular Formula:C₃₆H₅₂N₄O₆S
Molecular Weight:668.898
Hs Code.:

(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

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Chemical Property of (1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

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Technology Process of (1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

There total 11 articles about (1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-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:

: 22910-59-4
(Z)-4-phenylbut-2-en-1-ol

: 140903-53-3
(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) N,N-dimethylaniline, 2.) Et₃N / 1.) CH₂Cl₂, 0 deg C, 15 min, 2.) CH₂Cl₂, from 0 deg C to RT, 45 min

2: Rh₂(S-MEPY)4 / CH₂Cl₂ / 18 h / Heating

3: 1.) trimethylaluminum / 1.) CH₂Cl₂, hexane, RT, 20 min, 2.) CH₂Cl₂, hexane, 40 deg C, 40 h

4: pyridinium chlorochromate / CH₂Cl₂ / 48 h / Ambient temperature

5: K₂CO₃ / methanol / 24 h / Ambient temperature

6: 8N Jones' reagent / acetone / 2 h / 0 - 5 °C

7: 1-hydroxybenzotriazole (HOBT), 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDC*HCl) / dimethylformamide / 24 h / Ambient temperature

With jones' reagent; Rh₂[(2S)-5-hydroxypyrrolidine-2-COOMe]4; trimethylaluminum; potassium carbonate; benzotriazol-1-ol; N,N-dimethyl-aniline; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; pyridinium chlorochromate; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00088a005

Reference yield:

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

: 140903-53-3
(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

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: 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

: 140903-53-3
(1R,2R,3R)-2-Benzyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid [(S)-1-((1S,2R,3S)-1-cyclohexylmethyl-2,3-dihydroxy-5-methyl-hexylcarbamoyl)-2-thiazol-4-yl-ethyl]-amide

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: 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