1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

Base Information

Chemical Name:1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine
CAS No.:239808-36-7
Molecular Formula:C₂₆H₃₃N₃O₃Si
Molecular Weight:463.652
Hs Code.:

Synonyms:1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

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Chemical Property of 1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

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Technology Process of 1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

There total 12 articles about 1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine 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: 84.0%

: 239808-34-5
1-[(1R,4S)-4-[N-(tert-butyldiphenylsilyl)oxyamino]-2-cyclopenten-1-yl]thymine

: 239808-36-7
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 24h;
DOI:10.1248/cpb.47.1000

Reference yield:

: 60389-71-1,60410-14-2,61826-75-3
meso-cis-1,4-diacetoxy-2-cyclopentene

: 239808-36-7
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

Guidance literature:: Multi-step reaction with 12 steps

1: 34 percent / porcine liver esterase; phosphate buffer / 48 h / 37 °C / pH 7.0

2: imidazole / dimethylformamide / 24 h / 0 °C

3: 28 percent NaOMe / methanol / 24 h / 20 °C

4: 97 percent / pyridine / 1.5 h / 20 °C

5: 94 percent / Pd₂(dba)3*CHCl₃; PPh₃ / tetrahydrofuran / 0.5 h / 20 °C

6: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

7: 100 percent / pyridine / 0.5 h / 20 °C

8: 94 percent / Pd₂(dba)3*CHCl₃; PPh₃; aq. NaOH / tetrahydrofuran / 12 h / 20 °C

9: 97 percent / NaOMe / methanol / 24 h / 20 °C

10: 91 percent / BCl₃ / CH₂Cl₂ / 48 h / 20 °C

11: 52 percent / imidazole / dimethylformamide / 48 h / 20 °C

12: 84 percent / H₂ / 10 percent Pd/C / ethyl acetate / 24 h / 20 °C

With pyridine; 1H-imidazole; porcine liver esterase; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; phosphate buffer; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; boron trichloride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Substitution / 3: Deacetylation / 4: Substitution / 5: Substitution / 6: desilylation / 7: Substitution / 8: Substitution / 9: debenzoylation / 10: debenzylation / 11: Condensation / 12: Hydrogenation;
DOI:10.1248/cpb.47.1000

Reference yield:

: 60410-16-4
(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

: 239808-36-7
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]thymine

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole / dimethylformamide / 24 h / 0 °C

2: 28 percent NaOMe / methanol / 24 h / 20 °C

3: 97 percent / pyridine / 1.5 h / 20 °C

4: 94 percent / Pd₂(dba)3*CHCl₃; PPh₃ / tetrahydrofuran / 0.5 h / 20 °C

5: 100 percent / TBAF / tetrahydrofuran / 0.5 h / 20 °C

6: 100 percent / pyridine / 0.5 h / 20 °C

7: 94 percent / Pd₂(dba)3*CHCl₃; PPh₃; aq. NaOH / tetrahydrofuran / 12 h / 20 °C

8: 97 percent / NaOMe / methanol / 24 h / 20 °C

9: 91 percent / BCl₃ / CH₂Cl₂ / 48 h / 20 °C

10: 52 percent / imidazole / dimethylformamide / 48 h / 20 °C

11: 84 percent / H₂ / 10 percent Pd/C / ethyl acetate / 24 h / 20 °C

With pyridine; 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; tetrabutyl ammonium fluoride; hydrogen; sodium methylate; boron trichloride; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: Substitution / 2: Deacetylation / 3: Substitution / 4: Substitution / 5: desilylation / 6: Substitution / 7: Substitution / 8: debenzoylation / 9: debenzylation / 10: Condensation / 11: Hydrogenation;
DOI:10.1248/cpb.47.1000