tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

Base Information

Chemical Name:tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate
CAS No.:1000052-78-7
Molecular Formula:C₂₅H₃₆ClN₃O₅
Molecular Weight:494.031
Hs Code.:

Synonyms:tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

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Chemical Property of tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

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Technology Process of tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

There total 11 articles about tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate 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: 96.0%

: 1000052-80-1
4-{(2S)-2-amino-2-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}-1-(2-chlorophenyl)-5,5-dimethylpiperazin-2-one

: 24424-99-5
di-tert-butyl dicarbonate

: 1000052-78-7
tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

Guidance literature:: With sodium hydrogencarbonate; In water; ethyl acetate; at 20 ℃; for 6h;
DOI:10.1021/ml300168e

Reference yield:

: 1000052-53-8
(4S)-4-benzyl-3-[(2R,4E)-6-(benzyloxy)-2-ethylhex-4-enoyl]-1,3-oxazolidin-2-one

: 1000052-78-7
tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 10 steps

1: dihydrogen peroxide; lithium hydroxide monohydrate / tetrahydrofuran; water / 13 h / 0 - 20 °C

2: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate / acetonitrile / 5 h / 0 °C

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

4: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 48 h / 20 - 60 °C

5: 10% Pd/C; hydrogenchloride; hydrogen / ethanol; 1,4-dioxane / 12 h / 20 °C

6: triethylamine / tetrahydrofuran; water / 0 °C

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

8: toluene / 2 h / 110 °C

9: caesium carbonate; thiophenol / acetonitrile / 3 h / 20 °C / Inert atmosphere

10: sodium hydrogencarbonate / water; ethyl acetate / 6 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; 10% Pd/C; hydrogen; dihydrogen peroxide; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; thiophenol; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; toluene; acetonitrile; 2: |Shi Asymmetric Epoxidation / 6: |Schotten-Baumann Reaction / 7: |Mitsunobu Displacement;
DOI:10.1021/ml300168e

Reference yield:

: 1000052-56-1
(2R,4E)-6-(benzyloxy)-2-ethylhex-4-enoic acid

: 1000052-78-7
tert-butyl {(1S)-2-[4-(2-chlorophenyl)-2,2-dimethyl-5-oxopiperazin-1-yl]-1-[(2S,4R)-4-ethyl-5-oxotetrahydrofuran-2-yl]ethyl}carbamate

Guidance literature:: Multi-step reaction with 9 steps

1: tetra(n-butyl)ammonium hydrogensulfate; Shi's ketone; Oxone; potassium carbonate / acetonitrile / 5 h / 0 °C

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

3: sodium azide; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 48 h / 20 - 60 °C

4: 10% Pd/C; hydrogenchloride; hydrogen / ethanol; 1,4-dioxane / 12 h / 20 °C

5: triethylamine / tetrahydrofuran; water / 0 °C

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

7: toluene / 2 h / 110 °C

8: caesium carbonate; thiophenol / acetonitrile / 3 h / 20 °C / Inert atmosphere

9: sodium hydrogencarbonate / water; ethyl acetate / 6 h / 20 °C

With hydrogenchloride; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; Oxone; sodium azide; Shi's ketone; 10% Pd/C; hydrogen; tetra(n-butyl)ammonium hydrogensulfate; sodium hydrogencarbonate; potassium carbonate; caesium carbonate; thiophenol; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; toluene; acetonitrile; 1: |Shi Asymmetric Epoxidation / 5: |Schotten-Baumann Reaction / 6: |Mitsunobu Displacement;
DOI:10.1021/ml300168e