4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

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Chemical Name:4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one
CAS No.:189818-65-3
Molecular Formula:C₃₁H₃₄FN₃O₃SeSi
Molecular Weight:622.673
Hs Code.:

Synonyms:4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

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Chemical Property of 4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

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Technology Process of 4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

There total 7 articles about 4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-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: 100.0%

: 111878-21-8
2-trimethylsilyloxy-4-trimethylsilylamino-5-fluoropyrimidine

: 189818-64-2
1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-3-deoxy-2-Se-phenyl-2-seleno-α-and-β-L-erythro-pentofuranose

: 189818-65-3
4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; 1.) 0 deg C, 30 min, 2.) room temperature, 90 min;
DOI:10.1021/jo970177k

Reference yield:

: 34837-55-3
Phenylselenyl bromide

: 189818-65-3
4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiHMDS, TMSCl / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 30 min; room temperature, 2 h

2: 98 percent / DIBAL-H / toluene / 1.5 h / -78 °C

3: 98 percent / Et₃N, DMAP / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 12 h

4: 100 percent / TMSOTf / 1,2-dichloro-ethane / 1.) 0 deg C, 30 min, 2.) room temperature, 90 min

With dmap; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo970177k

Reference yield:

: 71098-88-9
N-phenylselanylphthalimide

: 189818-65-3
4-Amino-1-[(2S,3S,5R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-3-phenylselanyl-tetrahydro-furan-2-yl]-5-fluoro-1H-pyrimidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiHMDS, 2.) TMSCl / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h; room temperature, 2 h, 3.) -78 deg C, 3 h; -78 deg C to room temperature, 30 min

2: 98 percent / DIBAL-H / toluene / 1.5 h / -78 °C

3: 98 percent / Et₃N, DMAP / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 12 h

4: 100 percent / TMSOTf / 1,2-dichloro-ethane / 1.) 0 deg C, 30 min, 2.) room temperature, 90 min

With dmap; chloro-trimethyl-silane; trimethylsilyl trifluoromethanesulfonate; diisobutylaluminium hydride; triethylamine; lithium hexamethyldisilazane; In dichloromethane; 1,2-dichloro-ethane; toluene;
DOI:10.1021/jo970177k