((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester

Base Information

• Chemical Name: ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester
• CAS No.: 130317-01-0
• Molecular Formula: C₄₁H₇₀N₄O₈
• Molecular Weight: 747.029

Synonyms:

Chemical Property of ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester

There total 3 articles about ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester 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:

2-(S)-((3-(tert-butyloxycarbonyl)-2,2-dimethyl-4(S)-(cyclohexylmethyl)-5(S)-oxazolidinyl)methyl)-3-methylbutanoic acid (129921-93-3) → ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester (130317-01-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) triethylamine, diphenylphosphoryl azide / 1.) toluene, 70 deg C, 1.5 h, 2.) toluene, reflux, 72 h

2: TFA / 1.) CH₂Cl₂, 0 deg C, 3.5 h, 2.a.) THF, H₂O, 0 deg C, 4 h, b.) THF, H₂O, RT, 12 h

3: 1-hydroxybenzotriazole hydrate (HOBT), 4-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 4 h, 2.) RT, 18 h

With 4-methyl-morpholine; diphenylphosphoranyl azide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm00088a007

Reference yield:

1-(3-(tert-Butyloxycarbonyl)-2,2-dimethyl-4(S)-cyclohexylmethyl-5(S)-oxazolidinyl)-2(S)-((dimethylaminoethoxycarbonyl)amino)-3-methylbutane (130317-39-4) → ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester (130317-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA / 1.) CH₂Cl₂, 0 deg C, 3.5 h, 2.a.) THF, H₂O, 0 deg C, 4 h, b.) THF, H₂O, RT, 12 h

2: 1-hydroxybenzotriazole hydrate (HOBT), 4-methylmorpholine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDC) / dimethylformamide / 1.) -23 deg C, 4 h, 2.) RT, 18 h

With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/jm00088a007

Reference yield:

((1S,3S,4S)-4-Amino-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester + (2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid (130336-10-6) → ((1S,3S,4S)-4-{(S)-2-[(S)-1-Benzyl-2-(4-methoxymethoxy-piperidin-1-yl)-2-oxo-ethoxy]-hexanoylamino}-5-cyclohexyl-3-hydroxy-1-isopropyl-pentyl)-carbamic acid 2-dimethylamino-ethyl ester (130317-01-0)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; 1.) -23 deg C, 4 h, 2.) RT, 18 h;

DOI:10.1021/jm00088a007

upstream raw materials:

(2S,4S)-3-oxa-2-butyl-4-<<4-(1,3-dioxabutyl)piperidin-1-yl>carbonyl>-5-phenylpentanoic acid

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

1-(3-(tert-Butyloxycarbonyl)-2,2-dimethyl-4(S)-cyclohexylmethyl-5(S)-oxazolidinyl)-2(S)-((dimethylaminoethoxycarbonyl)amino)-3-methylbutane

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