4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-

Base Information

• Chemical Name: 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-
• CAS No.: 805245-41-4
• Molecular Formula: C44H45FO4Si
• Molecular Weight: 684.923
• Mol file: 805245-41-4.mol

Synonyms:4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-;CB42627067;tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane;RX-3117 int;(3aR,4R,6aR)-4-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-4H-cyclopenta-1,3-dioxole

Chemical Property of 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-

Chemical Property:

• Boiling Point: 681.5±55.0 °C(Predicted)
• Density: 1.18±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)-

There total 18 articles about 4H-Cyclopenta-1,3-dioxole, 4-[[(1,1-diMethylethyl)diphenylsilyl]oxy]-5-fluoro-3a,6a-dihydro-2,2-diMethyl-6-[(triphenylMethoxy)Methyl]-, (3aR,4R,6aR)- 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: 78.0%

[(3aR,6S,6aR)-6-[tert-butyl(diphenyl)silyl]oxy-2,2-dimethyl-4-(trityloxymethyl)-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]boronic acid → tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane (805245-41-4)

Guidance literature:

[(3aR,6S,6aR)-6-[tert-butyl(diphenyl)silyl]oxy-2,2-dimethyl-4-(trityloxymethyl)-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-5-yl]boronic acid; With sodium hydroxide; In methanol; tert-butyl methyl ether; at 20 ℃; for 0.25h; Inert atmosphere;

With silver trifluoromethanesulfonate; In methanol; tert-butyl methyl ether; at 0 ℃; for 0.5h; Inert atmosphere;

With 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate); at 20 ℃; for 1h; Molecular sieve;

Reference yield: 73.0%

tert-butyl(((3aR,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane (805245-40-3) → tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane (805245-41-4)

Guidance literature:

With n-butyllithium; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Reference yield:

(3aR,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one (805245-38-9) → tert-butyl(((3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane (805245-41-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / NaBH₄; CeCl₃ / methanol / 0.5 h / 0 °C

2: 95 percent / imidazole / dimethylformamide / 40 °C

3: 51 percent / N-fluorobenzenesulfonimide; n-BuLi / tetrahydrofuran / 1 h / -78 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1081/NCN-200060286

upstream raw materials:

tert-butyl(((3aR,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)diphenylsilane

(3aR,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-4-one

(3aR,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-3aH-cyclopenta[d][1,3]dioxol-4(6aH)-one

(3aS,4R,6aR)-5-iodo-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

Downstream raw materials:

(3aS,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

((3aS,4S,6aR)-4-(6-amino-9H-purin-9-yl)-5-fluoro-2,2-dimethyl-3a,6a-dihydro-4H-cyclopenta[d][1,3]dioxol-6-yl)methanol

(3aR,4R,6aR)-5-fluoro-2,2-dimethyl-6-((trityloxy)methyl)-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl methanesulfonate

(1S,4R,5S)-1-(6-aminopurine-9-yl)-2-fluoro-4,5-(O-isopropylidenedioxy)-3-(trityloxymethyl)-2-cyclopentene