(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

Base Information Edit

Chemical Name:(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one
CAS No.:930275-48-2
Molecular Formula:C₁₃H₂₀N₂O₄
Molecular Weight:268.313
Hs Code.:
Mol file:930275-48-2.mol

Synonyms:(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

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Chemical Property of (1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one Edit

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Technology Process of (1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

There total 15 articles about (1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one 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:

: 1354558-28-3
C₁₃H₂₂N₂O₄

: 930275-48-2
(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

Guidance literature:: With 2-Methylpropionic anhydride; dimethyl sulfoxide; In Isopropyl acetate; at 80 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jo200698g

Reference yield:

: 1174398-04-9
(3S,4S,5S)-3-benzoyloxy-4,5-epoxycyclohex-1-ene

: 930275-48-2
(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium methylate

2.1: methanol; sodium methylate / 8 h / 28 °C / Inert atmosphere

2.2: 0.17 h / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 10 h / 28 °C / Inert atmosphere

4.1: sodium azide; ammonium chloride / methanol; water / 24 h / 80 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 26 °C / Inert atmosphere

6.1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

6.2: 12 h / 26 °C / Inert atmosphere

7.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 16 h / 65 °C / Inert atmosphere

8.1: sodium hydrogencarbonate / hexane; dichloromethane; water / 3 h / 0 - 20 °C / Inert atmosphere

9.1: hydrogenchloride; methanol / 0 - 20 °C / Inert atmosphere

10.1: triphenylphosphine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

10.2: 24 h / 50 °C / Inert atmosphere

11.1: dmap; triethylamine / dichloromethane / 24 h / 26 °C / Inert atmosphere

12.1: 2-Methylpropionic anhydride; dimethyl sulfoxide / Isopropyl acetate / 5 h / 80 °C / Inert atmosphere

With hydrogenchloride; methanol; dmap; sodium azide; sodium methylate; 2-Methylpropionic anhydride; sodium hydrogencarbonate; ammonium chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; Isopropyl acetate; water; N,N-dimethyl-formamide; 10.1: Staudinger reaction / 10.2: Staudinger reaction;
DOI:10.1021/jo200698g

Reference yield:

: 1174398-09-4
(1S,2S,6R)-6-azido-2-methoxymethoxycyclohex-3-en-1-ol

: 930275-48-2
(1S,2R)-2-(acetylamino)-1-(tert-butoxycarbonylamino)-4-cyclohexen-3-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 26 °C / Inert atmosphere

2.1: triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

2.2: 12 h / 26 °C / Inert atmosphere

3.1: sodium azide; ammonium chloride / N,N-dimethyl-formamide / 16 h / 65 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / hexane; dichloromethane; water / 3 h / 0 - 20 °C / Inert atmosphere

5.1: hydrogenchloride; methanol / 0 - 20 °C / Inert atmosphere

6.1: triphenylphosphine / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

6.2: 24 h / 50 °C / Inert atmosphere

7.1: dmap; triethylamine / dichloromethane / 24 h / 26 °C / Inert atmosphere

8.1: 2-Methylpropionic anhydride; dimethyl sulfoxide / Isopropyl acetate / 5 h / 80 °C / Inert atmosphere

With hydrogenchloride; methanol; dmap; sodium azide; 2-Methylpropionic anhydride; sodium hydrogencarbonate; ammonium chloride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; Isopropyl acetate; water; N,N-dimethyl-formamide; 6.1: Staudinger reaction / 6.2: Staudinger reaction;
DOI:10.1021/jo200698g