反応 #604088

反応方程式

triethylamine

(R)-2-Amino-3-methyl-butan-1-ol

Intermediate H

(R)-2-Amino-3-methyl-butan-1-ol

6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide

Intermediate A

6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide

→

6-Chloro-2-hydroxy-N-methoxy-3-[2-((R)-1-methoxymethyl-2-methyl-propylamino)-3,4-dioxo-cyclobut-1-enylamino]-N-methyl-benzenesulfonamide

溶媒

EtOH

反応条件

後処理

1. 1
   濃縮The reaction mixture was concentrated in vacuo
2. 2
   workup.DISSOLUTIONdissolved in EtOAc
3. 3
   洗浄The EtOAc solution was washed with 1M HCl(aq) and NaHCO3 (aq)
4. 4
   抽出The NaHCO3 (aq) layer was extracted with EtOAc
5. 5
   濃縮concentrated in vacuo
6. 6
   その他The residue was purified
7. 7
   その他to furnish a brown solid [M+H]+ 462.0

実験手順

To a stirred solution of triethylamine (1.192 ml, 8.55 mmol) and (R)-2-Amino-3-methyl-butan-1-ol (Intermediate H) in EtOH (36 ml) was added 6-chloro-3-(2-ethoxy-3,4-dioxo-cyclobut-1-enylamino)-2-hydroxy-N-methoxy-N-methyl-benzenesulfonamide (Intermediate A) (1.67 g, 4.27 mmol). The reaction mixture was heated at 85° C. for 18 hours. The reaction mixture was concentrated in vacuo and dissolved in EtOAc. The EtOAc solution was washed with 1M HCl(aq) and NaHCO3 (aq). The NaHCO3 (aq) layer was extracted with EtOAc. The EtOAc layers were combined and concentrated in vacuo. The residue was purified using flash chromatography (0-10% MeOH in DCM) to furnish a brown solid [M+H]+ 462.0.

出典