Technology Process of Boc-1-Tyr(MOM)-(Z)-ΔOrn(Cbz)-OMe
There total 10 articles about Boc-1-Tyr(MOM)-(Z)-ΔOrn(Cbz)-OMe which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Cbz-(Z)-ΔOrn(Cbz)NCA; Boc-Tyr(MOM)-OH;
With
dmap; dicyclohexyl-carbodiimide;
In
dichloromethane;
at 20 ℃;
for 1.5h;
methanol;
With
TEA;
In
dichloromethane;
at 20 ℃;
for 2h;
DOI:10.1055/s-2000-6219
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 86 percent / NaBH4/BF3*OEt2 / tetrahydrofuran / 0.05 h / -10 °C
2.1: 74 percent / pyridine / CH2Cl2 / 6 h / 20 °C
3.1: 44 percent / NaN3, 15-crown-5 / dimethylformamide / 2 h / 50 °C
4.1: 93 percent / benzene / 4 h / 20 °C
5.1: H2O / tetrahydrofuran / 6 h / 20 °C
6.1: Et3N / tetrahydrofuran / 3 h / 20 °C
7.1: 80 percent / LiOH / dioxane / 3 h / 20 °C
8.1: 93 percent / SOCl2 / diethyl ether / 1 h / 20 °C
9.1: DCC, DMAP / CH2Cl2 / 1.5 h / 20 °C
9.2: 65 percent / TEA / CH2Cl2 / 2 h / 20 °C
With
pyridine; dmap; lithium hydroxide; sodium tetrahydroborate; thionyl chloride; sodium azide; 15-crown-5; boron trifluoride diethyl etherate; water; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
1.1: Reduction / 2.1: Substitution / 3.1: Substitution / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Acylation / 7.1: Hydrolysis / 8.1: Substitution / 9.1: Substitution / 9.2: Esterification;
DOI:10.1055/s-2000-6219
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 74 percent / pyridine / CH2Cl2 / 6 h / 20 °C
2.1: 44 percent / NaN3, 15-crown-5 / dimethylformamide / 2 h / 50 °C
3.1: 93 percent / benzene / 4 h / 20 °C
4.1: H2O / tetrahydrofuran / 6 h / 20 °C
5.1: Et3N / tetrahydrofuran / 3 h / 20 °C
6.1: 80 percent / LiOH / dioxane / 3 h / 20 °C
7.1: 93 percent / SOCl2 / diethyl ether / 1 h / 20 °C
8.1: DCC, DMAP / CH2Cl2 / 1.5 h / 20 °C
8.2: 65 percent / TEA / CH2Cl2 / 2 h / 20 °C
With
pyridine; dmap; lithium hydroxide; thionyl chloride; sodium azide; 15-crown-5; water; triethylamine; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;
1.1: Substitution / 2.1: Substitution / 3.1: Substitution / 4.1: Hydrolysis / 5.1: Acylation / 6.1: Hydrolysis / 7.1: Substitution / 8.1: Substitution / 8.2: Esterification;
DOI:10.1055/s-2000-6219
