Technology Process of methyl (E)-tridec-2-enoate
There total 1 articles about methyl (E)-tridec-2-enoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
methyl undecanoate;
With
{μ-ClIr(cyclooctene)2}2; H2SiEt2;
In
dichloromethane;
at 20 ℃;
for 8h;
Inert atmosphere;
trimethyl phosphonoacetate;
With
potassium trimethylsilonate;
In
tetrahydrofuran;
at 20 ℃;
for 0.5h;
Overall yield = 52 %; Overall yield = 118 mg;
DOI:10.1021/acs.orglett.5b02901
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 82 percent / ADmixα; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O
2.1: HBr; acetic acid
2.2: methanol
3.1: K2CO3; CaSO4 / methanol
4.1: sodium hydroxide / methanol; H2O
5.1: 99 percent / sodium azide; titanium tetraisopropoxide / ethanol
6.1: 62 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine
7.1: hydrogen / Pd-C
8.1: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran
9.1: trifluoroacetic acid
10.1: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran
11.1: LiOH / tetrahydrofuran; methanol; H2O
12.1: trifluoroacetic acid / CH2Cl2
With
titanium(IV) isopropylate; calcium sulfate; lithium hydroxide; sodium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; WSCD*HCl; hydrogen bromide; hydrogen; potassium carbonate; acetic acid; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; tert-butyl alcohol;
1.1: Oxidation / 2.1: Substitution / 2.2: methanolysis / 3.1: Cyclization / 4.1: Hydrolysis / 5.1: Ring cleavage / 6.1: Acylation / 7.1: Reduction / 8.1: Acylation / 9.1: Hydrolysis / 10.1: Acylation / 11.1: Hydrolysis / 12.1: Hydrolysis;
DOI:10.1021/ol005630k
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 82 percent / ADmixα; CH3SO2NH2 / 2-methyl-propan-2-ol; H2O
2: 72 percent / pyridine
3: 92 percent / K2CO3; CaSO4 / methanol
4: sodium hydroxide / methanol; H2O
5: 81 percent / sodium azide; titanium tetraisopropoxide / ethanol
6: 89 percent / WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine
7: hydrogen / Pd-C
8: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran
9: trifluoroacetic acid
10: WSCD*HCl; benzotriazol-1-ol hydrate; triethylamine / tetrahydrofuran
11: LiOH / tetrahydrofuran; methanol; H2O
With
pyridine; titanium(IV) isopropylate; calcium sulfate; lithium hydroxide; sodium hydroxide; AD-mix-α; sodium azide; methanesulfonamide; WSCD*HCl; hydrogen; potassium carbonate; 1-hydroxybenzotriazol-hydrate; triethylamine; trifluoroacetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; water; tert-butyl alcohol;
1: Oxidation / 2: Esterification / 3: Cyclization / 4: Hydrolysis / 5: Ring cleavage / 6: Acylation / 7: Reduction / 8: Acylation / 9: Hydrolysis / 10: Acylation / 11: Hydrolysis;
DOI:10.1021/ol005630k
