9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

Base Information

Chemical Name:9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine
CAS No.:187878-12-2
Molecular Formula:C₄₄H₅₀ClFN₄O₂Si₂
Molecular Weight:777.529
Hs Code.:

Synonyms:9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

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Chemical Property of 9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

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Technology Process of 9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

There total 6 articles about 9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-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: 46.0%

: 87-42-3
6-chloro-1H-purine

: 187877-11-8
(1S,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentanol

: 187878-12-2
9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 20h; Ambient temperature;
DOI:10.1016/S0040-4020(96)01103-9

Reference yield:

: 141389-79-9
(3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-cyclopentanone

: 187878-12-2
9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 6 steps

1: triethylamine / toluene / 0.25 h / Heating

2: 5.3 g / 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo<2.2.2>octane bis(tetrafluoroborate) / dimethylformamide / 0.25 h / Ambient temperature

3: 1.) LS-selectride, 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C, 2 h, 2.) 2 h

4: 95 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

5: 940 mg / NaOMe / methanol; CH₂Cl₂ / 16 h / Ambient temperature

6: 46 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

With sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; sodium methylate; Selectfluor; lithium tri-sec-butyl(hydrido)borate; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(96)01103-9

Reference yield:

: 187876-97-7
(3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentanone

: 187878-12-2
9-[(1R,2S,3S,4S)-3,4-Bis-(tert-butyl-diphenyl-silanyloxymethyl)-2-fluoro-cyclopentyl]-6-chloro-9H-purine

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LS-selectride, 2.) NaOH, H₂O₂ / 1.) THF, -78 deg C, 2 h, 2.) 2 h

2: 95 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

3: 940 mg / NaOMe / methanol; CH₂Cl₂ / 16 h / Ambient temperature

4: 46 percent / triphenylphosphine-diisopropyl azodicarboxylate complex / tetrahydrofuran / 20 h / Ambient temperature

With sodium hydroxide; di-isopropyl azodicarboxylate; dihydrogen peroxide; sodium methylate; lithium tri-sec-butyl(hydrido)borate; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(96)01103-9