N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Base Information

• Chemical Name: N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide
• CAS No.: 140660-98-6
• Molecular Formula: C₄₄H₇₄N₄O₉
• Molecular Weight: 803.093

Synonyms:N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Chemical Property of N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

Chemical Property:

Purity/Quality:

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Technology Process of N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide

There total 4 articles about N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide 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: 55.0%

A-74273 (130316-95-9) → N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (140660-98-6)

Guidance literature:

With dihydrogen peroxide; In methanol; 1.) RT, 4 d, 2.) 50 deg C, 18 h;

DOI:10.1021/jm00088a007

Reference yield:

4-(3-Aminopropyl)morpholine (123-00-2) → N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (140660-98-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 1-hydroxybenzotriazole hydrate (HOBT), N-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / 1 a.) DMF, from -20 deg C to 0 deg C, 1 h, b.) 0 deg C, 24 h, 2 a.) DMF, 0 deg C, 4 h, b.) from 0 deg C to RT, 20 h

2: TFA / 1.) CH₂Cl₂, from -10 deg C to 0 deg C, 4 h,2.) THF, water, RT, 18 h

3: 68 percent / HOBT, N-methylmorpholine, EDC / dimethylformamide / 24 h / Ambient temperature

4: 55 percent / 30percent aq. H₂O₂ / methanol / 1.) RT, 4 d, 2.) 50 deg C, 18 h

With 4-methyl-morpholine; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00088a007

Reference yield:

2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid (129921-93-3) → N-[3-(4-oxido-4-morpholinyl)propyl]-(2S,4S,5S,1'S,2'S)-5-[2-(1-{[4-(methoxymethoxy)piperidin-1-yl]carbonyl}-2-phenylethoxy)hexanamido]-6-cyclohexyl-4-hydroxy-2-isopropylhexanamide (140660-98-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 1-hydroxybenzotriazole hydrate (HOBT), N-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / 1 a.) DMF, from -20 deg C to 0 deg C, 1 h, b.) 0 deg C, 24 h, 2 a.) DMF, 0 deg C, 4 h, b.) from 0 deg C to RT, 20 h

2: TFA / 1.) CH₂Cl₂, from -10 deg C to 0 deg C, 4 h,2.) THF, water, RT, 18 h

3: 68 percent / HOBT, N-methylmorpholine, EDC / dimethylformamide / 24 h / Ambient temperature

4: 55 percent / 30percent aq. H₂O₂ / methanol / 1.) RT, 4 d, 2.) 50 deg C, 18 h

With 4-methyl-morpholine; dihydrogen peroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00088a007

upstream raw materials:

A-74273

4-(3-Aminopropyl)morpholine

2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid

(2S,4S,5S)-5-Amino-6-cyclohexyl-4-hydroxy-2-isopropyl-hexanoic acid (3-morpholin-4-yl-propyl)-amide

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