(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Base Information

Chemical Name:(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester
CAS No.:472962-06-4
Molecular Formula:C₄₄H₈₂O₆Si₃
Molecular Weight:791.388
Hs Code.:

(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Synonyms:(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Suppliers and Price of (3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

There total 13 articles about (3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl 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:

Reference yield: 74.0%

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 472962-36-0
(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid

: 472962-06-4
(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In DMF (N,N-dimethyl-formamide); for 14h;

Reference yield:

: 100-39-0
benzyl bromide

: 472962-06-4
(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium hydride / dimethylformamide / 12 h / 25 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.35 h / -78 °C

2.2: NaBH₄ / CH₂Cl₂; methanol / 1 h / -78 - 25 °C

3.1: triethylamine / CH₂Cl₂ / 1 h / 25 °C

4.1: sodium iodide / acetone / 0.67 h / Heating

5.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 6 h / 0 °C

5.2: 84 percent / tetrahydrofuran; hexane / 14.5 h / -98 - -10 °C

6.1: iodomethane / 3 h / 60 °C

6.2: 88 percent / aq. HCl / pentane / 3 h / 25 °C

7.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 1.5 h / -78 - -40 °C

7.2: 81 percent / tetrahydrofuran; hexane / 0.1 h / -78 °C

8.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

9.1: 2.40 g / HF*pyridine complex / tetrahydrofuran; pyridine / 4 h / 25 °C

10.1: Dess-Martin periodinane; NaHCO₃; water / CH₂Cl₂ / 1 h / 25 °C

11.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 1 h / 25 °C

12.1: 2.08 g / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / dimethylformamide / 14 h / 25 °C

With 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; water; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; sodium iodide; methyl iodide; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 10.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(02)00655-5

Reference yield:

: 472961-97-0
(-)-(1R,2S)-2-methyl-<2-(4-methyl-3(E)-pentenyl)cyclopropyl>methanol

: 472962-06-4
(3S,6R,7S,8S)-11-((1R,2R)-2-Benzyloxymethyl-1-methyl-cyclopropyl)-3,7-bis-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8-tetramethyl-5-oxo-undecanoic acid 2-trimethylsilanyl-ethyl ester

Guidance literature:: Multi-step reaction with 12 steps

1.1: sodium hydride / dimethylformamide / 12 h / 25 °C

2.1: O₃ / CH₂Cl₂; methanol / 0.35 h / -78 °C

2.2: NaBH₄ / CH₂Cl₂; methanol / 1 h / -78 - 25 °C

3.1: triethylamine / CH₂Cl₂ / 1 h / 25 °C

4.1: sodium iodide / acetone / 0.67 h / Heating

5.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 6 h / 0 °C

5.2: 84 percent / tetrahydrofuran; hexane / 14.5 h / -98 - -10 °C

6.1: iodomethane / 3 h / 60 °C

6.2: 88 percent / aq. HCl / pentane / 3 h / 25 °C

7.1: n-BuLi; diisopropylamine / tetrahydrofuran; hexane / 1.5 h / -78 - -40 °C

7.2: 81 percent / tetrahydrofuran; hexane / 0.1 h / -78 °C

8.1: 2,6-lutidine / CH₂Cl₂ / 1 h / -20 °C

9.1: 2.40 g / HF*pyridine complex / tetrahydrofuran; pyridine / 4 h / 25 °C

10.1: Dess-Martin periodinane; NaHCO₃; water / CH₂Cl₂ / 1 h / 25 °C

11.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 1 h / 25 °C

12.1: 2.08 g / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; 4-(dimethylamino)pyridine / dimethylformamide / 14 h / 25 °C

With 2,6-dimethylpyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; water; sodium hydride; sodium hydrogencarbonate; Dess-Martin periodane; pyridine hydrogenfluoride; ozone; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; diisopropylamine; sodium iodide; methyl iodide; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; 10.1: Dess-Martin oxidation;
DOI:10.1016/S0040-4020(02)00655-5