10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Base Information

Chemical Name:10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one
CAS No.:423772-17-2
Molecular Formula:C₆₇H₁₀₄O₈SSi₂
Molecular Weight:1125.79
Hs Code.:

10-(<i>tert</i>-butyl-dimethyl-silanyloxy)-24-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Synonyms:10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Suppliers and Price of 10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

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 10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

There total 28 articles about 10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one 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: 86.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 423772-16-1
(3E,5E,15E,21E)-(8R,9R,10R,11R,14S,18R,20R,24S)-10-(tert-Butyl-dimethyl-silanyloxy)-24-((1S,2S,3S)-2-hydroxy-1,3-dimethyl-4-trityloxy-butyl)-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

: 423772-17-2
10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 16h;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 158783-76-7
(S)-2-methyl-1-(triisopropylsilyloxy)pentan-3-one

: 423772-17-2
10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Guidance literature:: Multi-step reaction with 18 steps

1: 83 percent / Sn(OTf)2; Et₃N / CH₂Cl₂ / -78 - -20 °C

2: 80 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 25 h / -20 °C

3: 100 percent / hydrogen / 20 percent Pd(OH)2/C / dioxane / 15 h / 20 °C

4: 93 percent / PBu₃ / dimethylformamide / 1.5 h / 20 °C

5: 100 percent / Bu₄NF / tetrahydrofuran / 3 h / 20 °C

6: 96 percent / pyridine / 11.5 h / 50 °C

7: 93 percent / imidazole / dimethylformamide / 1.5 h / 50 °C

8: 98 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 1.5 h / 20 °C

9: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

10: DMAP / pyridine / 3.5 h / 20 °C

11: 5 percent Na-Hg; NaH₂PO₄ / methanol / 35 h / 0 °C

12: 96 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

13: 83 percent / C₆H₄(COO)I(OAc)3 / CH₂Cl₂ / 0.25 h / 20 °C

14: 94 percent / LDA / tetrahydrofuran / -48 - 0 °C

15: 91 percent / HF-pyridine; pyridine / tetrahydrofuran / 1 h / 20 °C

16: LiOH / methanol; H₂O / 20 °C

17: 49 percent / 2,4,6-trichlorobenzoyl chloride; DMAP; Et₃N / CH₂Cl₂ / 20 °C

18: 86 percent / imidazole / dimethylformamide / 16 h / 60 °C

With pyridine; 1H-imidazole; dmap; lithium hydroxide; sodium dihydrogenphosphate; tin(II) trifluoromethanesulfonate; n-butyllithium; sodium amalgam; tributylphosphine; C₆H₄(COO)I(OAc)3; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; pyridine hydrogenfluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)01206-6

Reference yield:

: 213385-38-7
(2S,4R,5S)-7-Benzyloxy-5-hydroxy-2,4-dimethyl-1-triisopropylsilanyloxy-heptan-3-one

: 423772-17-2
10-(tert-butyl-dimethyl-silanyloxy)-24-[2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-4-trityloxy-butyl]-14,20-dimethoxy-9,11,18-trimethyl-8-methylsulfanylmethoxy-oxacyclotetracosa-3,5,15,21-tetraen-2-one

Guidance literature:: Multi-step reaction with 17 steps

1: 80 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 25 h / -20 °C

2: 100 percent / hydrogen / 20 percent Pd(OH)2/C / dioxane / 15 h / 20 °C

3: 93 percent / PBu₃ / dimethylformamide / 1.5 h / 20 °C

4: 100 percent / Bu₄NF / tetrahydrofuran / 3 h / 20 °C

5: 96 percent / pyridine / 11.5 h / 50 °C

6: 93 percent / imidazole / dimethylformamide / 1.5 h / 50 °C

7: 98 percent / m-chloroperbenzoic acid; NaHCO₃ / CH₂Cl₂ / 1.5 h / 20 °C

8: BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

9: DMAP / pyridine / 3.5 h / 20 °C

10: 5 percent Na-Hg; NaH₂PO₄ / methanol / 35 h / 0 °C

11: 96 percent / DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

12: 83 percent / C₆H₄(COO)I(OAc)3 / CH₂Cl₂ / 0.25 h / 20 °C

13: 94 percent / LDA / tetrahydrofuran / -48 - 0 °C

14: 91 percent / HF-pyridine; pyridine / tetrahydrofuran / 1 h / 20 °C

15: LiOH / methanol; H₂O / 20 °C

16: 49 percent / 2,4,6-trichlorobenzoyl chloride; DMAP; Et₃N / CH₂Cl₂ / 20 °C

17: 86 percent / imidazole / dimethylformamide / 16 h / 60 °C

With pyridine; 1H-imidazole; dmap; lithium hydroxide; sodium dihydrogenphosphate; n-butyllithium; sodium amalgam; tributylphosphine; C₆H₄(COO)I(OAc)3; 2,4,6-trichlorobenzoyl chloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; pyridine hydrogenfluoride; triethylamine; 3-chloro-benzenecarboperoxoic acid; tetramethylammonium triacetoxyborohydride; lithium diisopropyl amide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; hexane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(01)01206-6