Benzamide, N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2, 5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-

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Chemical Name:Benzamide, N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2, 5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-
CAS No.:398133-36-3
Molecular Formula:C32H32FN3O3SSi
Molecular Weight:585.774
Hs Code.:

Benzamide,
N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2,
5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-

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Chemical Property of Benzamide, N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2, 5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-

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Technology Process of Benzamide, N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2, 5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]-

There total 16 articles about Benzamide, N-[1-[(2S,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3-fluoro-2, 5-dihydro-2-thienyl]-1,2-dihydro-2-oxo-4-pyrimidinyl]- 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: 80.0%

: 398133-35-2
(-)-N⁴-benzoyl-1-[(1S,2S,4R)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-L-ribofuranosyl]cytosine

: 398133-36-3
(+)-N⁴-benzoyl-1-[(1S,4R)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2,3-didehydro-2-fluoro-4-thio-β-L-ribofuranosyl]cytosine

Guidance literature:: (-)-N⁴-benzoyl-1-[(1S,2S,4R)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2-fluoro-2-phenylselenyl-4-thio-β-L-ribofuranosyl]cytosine; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -78 ℃;

With pyridine; at 20 ℃; Further stages.;
DOI:10.1021/ol0171665

Reference yield:

: 212954-52-4
(R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-5H-furan-2-one

: 398133-36-3
(+)-N⁴-benzoyl-1-[(1S,4R)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2,3-didehydro-2-fluoro-4-thio-β-L-ribofuranosyl]cytosine

Guidance literature:: Multi-step reaction with 12 steps

1.1: 95 percent / H₂ / 5percent Pd/C / ethyl acetate / 3 h

2.1: aq. NaOH / ethanol / 2 h / 20 °C

3.1: dimethylsulfoxide / 1 h

4.1: 82 percent / I₂; Ph₃P; imidazole / toluene / 4 h / 60 °C

5.1: 91 percent / dimethylformamide / 8 h / 20 °C

6.1: DIBAL-H / hexane; toluene / 1 h / -78 °C

7.1: Ac₂O; DMSO / 24 h / 20 °C

8.1: LiHMDS / tetrahydrofuran / 1 h / -78 °C

8.2: TMSCl / tetrahydrofuran / 20 °C

8.3: 74 percent / tetrahydrofuran / 1 h / -78 °C

9.1: DIBAL-H / toluene; hexane / 1 h / -78 °C

10.1: TEA; 4-DMAP / CH₂Cl₂ / 3 h / 20 °C

11.1: HMDS / acetonitrile / 5 h / Heating

11.2: 48 percent / TMSOTf / acetonitrile / 16 h / 20 °C

12.1: mCPBA / CH₂Cl₂ / 0.5 h / -78 °C

12.2: 80 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

With 1H-imidazole; dmap; sodium hydroxide; TEA; hydrogen; iodine; acetic anhydride; diisobutylaluminium hydride; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; 1,1,1,3,3,3-hexamethyl-disilazane; lithium hexamethyldisilazane; 5percent Pd/C; In tetrahydrofuran; ethanol; hexane; dichloromethane; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Mitsunobu reaction / 7.1: Moffatt-type oxidation;
DOI:10.1021/jm020376i

Reference yield:

: (3S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-fluoro-3-phenylselanyl-tetrahydro-thiophen-2-ol

: 398133-36-3
(+)-N⁴-benzoyl-1-[(1S,4R)-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-2,3-didehydro-2-fluoro-4-thio-β-L-ribofuranosyl]cytosine

Guidance literature:: Multi-step reaction with 3 steps

1.1: TEA; 4-DMAP / CH₂Cl₂ / 3 h / 20 °C

2.1: HMDS / acetonitrile / 5 h / Heating

2.2: 48 percent / TMSOTf / acetonitrile / 16 h / 20 °C

3.1: mCPBA / CH₂Cl₂ / 0.5 h / -78 °C

3.2: 80 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

With dmap; TEA; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; acetonitrile;
DOI:10.1021/jm020376i