(5Z)-7-[(1R,2R,3R,5S)-3,5-二羟基-2-[(1E,3S)-3-羟基-5-[3-(三氟甲基)苯基]-1-戊烯-1-基]环戊基]-5-庚烯酸合成路线 （共 9 条）
反应条件
1.1: H2 / 5 percent Pd/C / ethyl acetate
2.1: MeOH
3.1: N-BuLi / tetrahydrofuran / 0 °C
3.2: 80 percent / tetrahydrofuran
4.1: NaHMDS / 1,2-dimethoxy-ethane
4.2: 50 percent / 1,2-dimethoxy-ethane
5.1: (S)-BINAL-H; LiAlH4 / tetrahydrofuran
6.1: K2CO3; MeOH
7.1: p-TSA / CH2Cl2
8.1: DIBAL-H / -78 °C
9.1: NaHMDS
10.1: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
acetic acid in tetrahydrofuran
Hydrolysis;
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1.1: NaHMDS / 1,2-dimethoxy-ethane
1.2: 50 percent / 1,2-dimethoxy-ethane
2.1: (S)-BINAL-H; LiAlH4 / tetrahydrofuran
3.1: K2CO3; MeOH
4.1: p-TSA / CH2Cl2
5.1: DIBAL-H / -78 °C
6.1: NaHMDS
7.1: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1.1: MeOH
2.1: N-BuLi / tetrahydrofuran / 0 °C
2.2: 80 percent / tetrahydrofuran
3.1: NaHMDS / 1,2-dimethoxy-ethane
3.2: 50 percent / 1,2-dimethoxy-ethane
4.1: (S)-BINAL-H; LiAlH4 / tetrahydrofuran
5.1: K2CO3; MeOH
6.1: p-TSA / CH2Cl2
7.1: DIBAL-H / -78 °C
8.1: NaHMDS
9.1: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1.1: N-BuLi / tetrahydrofuran / 0 °C
1.2: 80 percent / tetrahydrofuran
2.1: NaHMDS / 1,2-dimethoxy-ethane
2.2: 50 percent / 1,2-dimethoxy-ethane
3.1: (S)-BINAL-H; LiAlH4 / tetrahydrofuran
4.1: K2CO3; MeOH
5.1: p-TSA / CH2Cl2
6.1: DIBAL-H / -78 °C
7.1: NaHMDS
8.1: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1: p-TSA / CH2Cl2
2: DIBAL-H / -78 °C
3: NaHMDS
4: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1: (S)-BINAL-H; LiAlH4 / tetrahydrofuran
2: K2CO3; MeOH
3: p-TSA / CH2Cl2
4: DIBAL-H / -78 °C
5: NaHMDS
6: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1: K2CO3; MeOH
2: p-TSA / CH2Cl2
3: DIBAL-H / -78 °C
4: NaHMDS
5: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
反应条件
1: DIBAL-H / -78 °C
2: NaHMDS
3: aq. AcOH / tetrahydrofuran
View Scheme
参考文献
DeLong, Mitchell A.; Amburgey, Jack; Taylor, Cynthia; Wos, John A.; Soper, David L.; Wang, Yili; Hicks, Renee
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 14 p. 1519 - 1522
