N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

Base Information

Chemical Name:N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine
CAS No.:239808-28-7
Molecular Formula:C₂₄H₂₃N₃O₄
Molecular Weight:417.464
Hs Code.:

N<sub>3</sub>-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

Synonyms:N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

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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 N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

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Technology Process of N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

There total 8 articles about N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-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: 94.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 239808-26-5
N₃-benzoyl-1-[(1R,4S)-4-(ethoxycarbonyloxy)-2-cyclopenten-1-yl]thymine

: 239808-28-7
N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1248/cpb.47.1000

Reference yield:

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

: 239808-28-7
N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

Guidance literature:: Multi-step reaction with 8 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

With pyridine; 1H-imidazole; porcine liver esterase; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; phosphate buffer; tetrabutyl ammonium fluoride; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Hydrolysis / 2: Substitution / 3: Deacetylation / 4: Substitution / 5: Substitution / 6: desilylation / 7: Substitution / 8: Substitution;
DOI:10.1248/cpb.47.1000

Reference yield:

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

: 239808-28-7
N₃-benzoyl-1-[(1R,4S)-4-(N-benzyloxyamino)-2-cyclopenten-1-yl]thymine

Guidance literature:: Multi-step reaction with 7 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

With pyridine; 1H-imidazole; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; sodium hydroxide; tetrabutyl ammonium fluoride; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Deacetylation / 3: Substitution / 4: Substitution / 5: desilylation / 6: Substitution / 7: Substitution;
DOI:10.1248/cpb.47.1000