(1R,2R,3R)-2-Isobutyl-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-Isobutyl-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.: 140903-51-1
• Molecular Formula: C₃₃H₅₄N₄O₆S
• Molecular Weight: 634.881

Synonyms:

Chemical Property of (1R,2R,3R)-2-Isobutyl-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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3R)-2-Isobutyl-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-Isobutyl-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:

(2S,3R,4S)-2-amino-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (122621-77-6) → (1R,2R,3R)-2-Isobutyl-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 (140903-51-1)

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:

(2S,3R,4S)-2-[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane (104882-10-2) → (1R,2R,3R)-2-Isobutyl-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 (140903-51-1)

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

Reference yield:

(S)-3-(4-thiazolyl)-2-tert-butoxycarbonylaminopropanoic acid (119434-75-2,119378-93-7) → (1R,2R,3R)-2-Isobutyl-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 (140903-51-1)

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

upstream raw materials:

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

(1R,2S,3R)-2-Isobutyl-3-(morpholine-4-carbonyl)-cyclopropanecarboxylic acid

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

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

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