9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

Base Information

Chemical Name:9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine
CAS No.:136228-17-6
Molecular Formula:C₂₆H₂₈ClFN₄O₂Si
Molecular Weight:511.071
Hs Code.:

9-[5-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9<i>H</i>-purine

Synonyms:9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

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Chemical Property of 9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

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Technology Process of 9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

There total 8 articles about 9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine 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:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 136228-17-6
9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / imidazole / CH₂Cl₂

2.1: Li(HMDS)2; MeOPH Jacobsen's catalyst / tetrahydrofuran / -78 °C

3.1: 75 percent / Et₂NSF₃ / CH₂Cl₂ / -78 - 20 °C

4.1: DIBAL-H / -78 °C

4.2: pyridine / 72 h

5.1: 100 percent / TMSBr; BiBr₃ / CH₂Cl₂ / 0 °C

6.1: 20 °C

With 1H-imidazole; bismuth(III) bromide; trimethylsilyl bromide; diethylamino-sulfur trifluoride; MeOPH Jacobsen's catalyst; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(02)02532-7

Reference yield:

: 102717-29-3
(5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one

: 136228-17-6
9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 5 steps

1.1: Li(HMDS)2; MeOPH Jacobsen's catalyst / tetrahydrofuran / -78 °C

2.1: 75 percent / Et₂NSF₃ / CH₂Cl₂ / -78 - 20 °C

3.1: DIBAL-H / -78 °C

3.2: pyridine / 72 h

4.1: 100 percent / TMSBr; BiBr₃ / CH₂Cl₂ / 0 °C

5.1: 20 °C

With bismuth(III) bromide; trimethylsilyl bromide; diethylamino-sulfur trifluoride; MeOPH Jacobsen's catalyst; diisobutylaluminium hydride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(02)02532-7

Reference yield:

: 102717-30-6
(3R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-hydroxy-dihydro-furan-2-one

: 136228-17-6
9-[5-(tert-butyl-diphenyl-silanyloxymethyl)-3-fluoro-tetrahydro-furan-2-yl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / Et₂NSF₃ / CH₂Cl₂ / -78 - 20 °C

2.1: DIBAL-H / -78 °C

2.2: pyridine / 72 h

3.1: 100 percent / TMSBr; BiBr₃ / CH₂Cl₂ / 0 °C

4.1: 20 °C

With bismuth(III) bromide; trimethylsilyl bromide; diethylamino-sulfur trifluoride; diisobutylaluminium hydride; In dichloromethane;
DOI:10.1016/S0040-4039(02)02532-7