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

Base Information

Chemical Name:1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]uracil
CAS No.:239808-37-8
Molecular Formula:C₂₅H₃₁N₃O₃Si
Molecular Weight:449.625
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

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

There total 12 articles about 1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]uracil 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: 89.0%

: 239808-35-6
1-[(1R,4S)-4-[N-(tert-butyldiphenylsilyl)oxyamino]-2-cyclopenten-1-yl]uracil

: 239808-37-8
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]uracil

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

Reference yield:

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

: 239808-37-8
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]uracil

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

6: 91 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

7: 93 percent / pyridine / 24 h / 20 °C

8: 84 percent / Pd₂(dba)3*CHCl₃; PPh₃; aq. NaOH / tetrahydrofuran / 7 h / 20 °C

9: 93 percent / NaOMe / methanol / 24 h / 20 °C

10: 86 percent / BCl₃ / CH₂Cl₂ / 24 h / 20 °C

11: 88 percent / imidazole / dimethylformamide / 24 h / 20 °C

12: 89 percent / H₂ / 10 percent Pd/C / ethyl acetate / 20 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

: 239808-37-8
1-[(1S,4R)-4-[N-(tert-butyldiphenylsilyl)oxyamino]cyclopent-1-yl]uracil

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

5: 91 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

6: 93 percent / pyridine / 24 h / 20 °C

7: 84 percent / Pd₂(dba)3*CHCl₃; PPh₃; aq. NaOH / tetrahydrofuran / 7 h / 20 °C

8: 93 percent / NaOMe / methanol / 24 h / 20 °C

9: 86 percent / BCl₃ / CH₂Cl₂ / 24 h / 20 °C

10: 88 percent / imidazole / dimethylformamide / 24 h / 20 °C

11: 89 percent / H₂ / 10 percent Pd/C / ethyl acetate / 20 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