(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

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Chemical Name:(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate
CAS No.:1000048-32-7
Molecular Formula:C₄H₄O₄*C₂₆H₃₆ClN₅O₃
Molecular Weight:618.13
Hs Code.:

Synonyms:(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

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Chemical Property of (2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

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Technology Process of (2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

There total 15 articles about (2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate 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:

: C₃₁H₄₄ClN₅O₅

: 110-17-8,26099-09-2
(2E)-but-2-enedioic acid

: 1000048-32-7
(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

Guidance literature:: C₃₁H₄₄ClN₅O₅; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

(2E)-but-2-enedioic acid; In methanol; at 20 ℃; for 0.0833333h;
DOI:10.1016/j.bmc.2013.03.022

Reference yield:

: 145589-03-3,104266-90-2
(S)-4-benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

: 1000048-32-7
(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

Guidance literature:: Multi-step reaction with 13 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran; hexane / 1.25 h / -78 °C / Inert atmosphere

1.2: 5 h / -78 - -40 °C / Inert atmosphere

2.1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 16.5 h / 0 - 20 °C

3.1: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate; edetate disodium / acetonitrile / 9 h / 0 °C

4.1: triethylamine / dichloromethane / 3 h / 0 °C

5.1: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 72 h / 60 °C

6.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; 1,4-dioxane / 6 h / 20 °C

7.1: triethylamine / tetrahydrofuran; water / 2 h / 0 °C

8.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.17 h / 0 °C

9.1: toluene / 1.5 h / 110 °C

10.1: caesium carbonate; thiophenol / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

11.1: triethylamine / dichloromethane / 15 h / 20 °C

12.1: dimethylaluminum chloride / dichloromethane; hexane / 1 h / 20 °C / Inert atmosphere

12.2: 3.5 h / 20 °C / Inert atmosphere

13.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

13.2: 0.08 h / 20 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; Shi's ketone; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hexamethyldisilazane; dimethylaluminum chloride; edetate disodium; potassium carbonate; caesium carbonate; thiophenol; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: |Shi Asymmetric Epoxidation / 8.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.03.022

Reference yield:

: 1000045-24-8
(2S,4E)-6-(benzyloxy)-2-isopropylhex-4-enoic acid

: 1000048-32-7
(2S,4S,5S)-5-amino-6-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-4-hydroxy-2-isopropyl-N-(pyridin-2-yl)hexanamide fumarate

Guidance literature:: Multi-step reaction with 11 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate; edetate disodium / acetonitrile / 9 h / 0 °C

2.1: triethylamine / dichloromethane / 3 h / 0 °C

3.1: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 72 h / 60 °C

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / ethanol; 1,4-dioxane / 6 h / 20 °C

5.1: triethylamine / tetrahydrofuran; water / 2 h / 0 °C

6.1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 0.17 h / 0 °C

7.1: toluene / 1.5 h / 110 °C

8.1: caesium carbonate; thiophenol / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

9.1: triethylamine / dichloromethane / 15 h / 20 °C

10.1: dimethylaluminum chloride / dichloromethane; hexane / 1 h / 20 °C / Inert atmosphere

10.2: 3.5 h / 20 °C / Inert atmosphere

11.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

11.2: 0.08 h / 20 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; Shi's ketone; palladium 10% on activated carbon; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; dimethylaluminum chloride; edetate disodium; potassium carbonate; caesium carbonate; thiophenol; triethylamine; triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: |Shi Asymmetric Epoxidation / 6.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2013.03.022