Technology Process of Trifluoro-methanesulfonic acid (2S,5R,6R,7R,8R)-10-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6,8-bis-methoxymethoxy-1-[(3R,5R)-5-methoxy-6-(4-methoxy-benzyloxy)-3-methyl-hex-(Z)-ylidene]-5,7-dimethyl-decyl ester
There total 31 articles about Trifluoro-methanesulfonic acid (2S,5R,6R,7R,8R)-10-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6,8-bis-methoxymethoxy-1-[(3R,5R)-5-methoxy-6-(4-methoxy-benzyloxy)-3-methyl-hex-(Z)-ylidene]-5,7-dimethyl-decyl ester 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:
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263138-18-7
(2R,4R,8S,11R,12R,13R,14R)-16-(tert-Butyl-dimethyl-silanyloxy)-2,8-dimethoxy-1-(4-methoxy-benzyloxy)-12,14-bis-methoxymethoxy-4,11,13-trimethyl-hexadecan-7-one
- Guidance literature:
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With
lithium hexamethyldisilazane;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
at -78 ℃;
for 0.5h;
DOI:10.1021/jo991689x
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 91 percent / PPTS / CH2Cl2 / 68 h / 20 °C
2: 67 percent / LDA / tetrahydrofuran; hexane / 2 h / -78 °C
3: 75 percent / Me3Al / CH2Cl2; hexane / 21 h / 20 °C
4: 96 percent / NaH; 15-crown-5 / tetrahydrofuran / 5.5 h / 20 °C
5: 99 percent / DIBAL-H / tetrahydrofuran; toluene / 2 h / -78 °C
6: 92 percent / t-BuOK / tetrahydrofuran / -78 - 20 °C
7: 70 percent / BuLi / tetrahydrofuran; hexane / 2 h / -35 °C
8: 79 percent / p-toluenesulfonyl hydrazide; NaOAc / 1,2-dimethoxy-ethane / 4 h / Heating
9: 84 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 2 h
10: 318 mg / lithium hexamethyldisilazide / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C
With
n-butyllithium; 15-crown-5; potassium tert-butylate; trimethylaluminum; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid hydrazide; lithium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; dichloromethane; toluene;
1: Etherification / 2: Alkylation / 3: Ring cleavage / 4: Methylation / 5: Reduction / 6: Condensation / 7: Addition / 8: Hydrogenation / 9: Oxidation / 10: Isomerization;
DOI:10.1021/jo991689x
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 91 percent / PPTS / CH2Cl2 / 68 h / 20 °C
2: 67 percent / LDA / tetrahydrofuran; hexane / 2 h / -78 °C
3: 75 percent / Me3Al / CH2Cl2; hexane / 21 h / 20 °C
4: 96 percent / NaH; 15-crown-5 / tetrahydrofuran / 5.5 h / 20 °C
5: 99 percent / DIBAL-H / tetrahydrofuran; toluene / 2 h / -78 °C
6: 92 percent / t-BuOK / tetrahydrofuran / -78 - 20 °C
7: 70 percent / BuLi / tetrahydrofuran; hexane / 2 h / -35 °C
8: 79 percent / p-toluenesulfonyl hydrazide; NaOAc / 1,2-dimethoxy-ethane / 4 h / Heating
9: 84 percent / Dess-Martin periodinane; NaHCO3 / CH2Cl2 / 2 h
10: 318 mg / lithium hexamethyldisilazide / tetrahydrofuran; hexamethylphosphoric acid triamide / 0.5 h / -78 °C
With
n-butyllithium; 15-crown-5; potassium tert-butylate; trimethylaluminum; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid hydrazide; lithium hexamethyldisilazane; lithium diisopropyl amide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dimethoxyethane; hexane; dichloromethane; toluene;
1: Etherification / 2: Alkylation / 3: Ring cleavage / 4: Methylation / 5: Reduction / 6: Condensation / 7: Addition / 8: Hydrogenation / 9: Oxidation / 10: Isomerization;
DOI:10.1021/jo991689x
