Technology Process of (E)-(R)-5-Iodo-3-methoxy-pent-4-enoic acid {3-[(3Z,9E)-(5R,6S,7S)-5-(tert-butyl-dimethyl-silanyloxy)-10-iodo-4,6-dimethyl-7-triisopropylsilanyloxy-deca-3,9-dienyl]-2,5-dimethoxy-phenyl}-amide
There total 21 articles about (E)-(R)-5-Iodo-3-methoxy-pent-4-enoic acid {3-[(3Z,9E)-(5R,6S,7S)-5-(tert-butyl-dimethyl-silanyloxy)-10-iodo-4,6-dimethyl-7-triisopropylsilanyloxy-deca-3,9-dienyl]-2,5-dimethoxy-phenyl}-amide 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:
- Guidance literature:
-
With
chromium dichloride;
In
tetrahydrofuran;
for 10h;
Ambient temperature;
DOI:10.1021/ja9743194
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: 100 percent / BH3*THF
2.1: 80 percent / CBr4; PPh3
3.1: 85 percent
4.1: 100 percent / H2 / Pd/C
5.1: 70 percent / Me3Al / benzene
6.1: 98 percent / imidazole
7.1: LHMDS / tetrahydrofuran / -78 °C
7.2: 80 percent / tetrahydrofuran
8.1: 98 percent / Na(Hg); Na2HPO4
9.1: 95 percent / HF*Pyr / pyridine
10.1: 80 percent / Pyr*SO3 / dimethylsulfoxide
11.1: 90 percent / PPTS / acetone
12.1: 70 percent / CrCl2
With
1H-imidazole; chromium dichloride; disodium hydrogenphosphate; sodium amalgam; borane-THF; carbon tetrabromide; hydrogen; trimethylaluminum; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; dimethyl sulfoxide; acetone; benzene;
1.1: Reduction / 2.1: Bromination / 3.1: Substitution / 4.1: Catalytic hydrogenation / 5.1: Weinreb-type amidation / 6.1: silylation / 7.1: Metallation / 7.2: Alkylation / 8.1: Reduction / 9.1: desilylation / 10.1: Parikh-Doering oxidation / 11.1: Hydrolysis / 12.1: Condensation;
DOI:10.1021/jo971793j
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 80 percent / CBr4; PPh3
2.1: 85 percent
3.1: 100 percent / H2 / Pd/C
4.1: 70 percent / Me3Al / benzene
5.1: 98 percent / imidazole
6.1: LHMDS / tetrahydrofuran / -78 °C
6.2: 80 percent / tetrahydrofuran
7.1: 98 percent / Na(Hg); Na2HPO4
8.1: 95 percent / HF*Pyr / pyridine
9.1: 80 percent / Pyr*SO3 / dimethylsulfoxide
10.1: 90 percent / PPTS / acetone
11.1: 70 percent / CrCl2
With
1H-imidazole; chromium dichloride; disodium hydrogenphosphate; sodium amalgam; carbon tetrabromide; hydrogen; trimethylaluminum; sulfur trioxide pyridine complex; pyridinium p-toluenesulfonate; pyridine hydrogenfluoride; triphenylphosphine; lithium hexamethyldisilazane;
palladium on activated charcoal;
In
tetrahydrofuran; pyridine; dimethyl sulfoxide; acetone; benzene;
1.1: Bromination / 2.1: Substitution / 3.1: Catalytic hydrogenation / 4.1: Weinreb-type amidation / 5.1: silylation / 6.1: Metallation / 6.2: Alkylation / 7.1: Reduction / 8.1: desilylation / 9.1: Parikh-Doering oxidation / 10.1: Hydrolysis / 11.1: Condensation;
DOI:10.1021/jo971793j
