(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Base Information

Chemical Name:(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone
CAS No.:654054-84-9
Molecular Formula:C₁₈H₂₁NO₄
Molecular Weight:315.369
Hs Code.:

Synonyms:(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

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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'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

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Technology Process of (1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

There total 11 articles about (1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone 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%

: 654054-82-7
(1'S,4'S)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-D-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

: 654054-84-9
(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 72h;
DOI:10.1016/j.bmcl.2003.09.033 DOI:10.1021/jm0504306

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 654054-84-9
(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / imidazole / dimethylformamide / 18 h / 20 °C

2: DIBAL-H / CH₂Cl₂; hexane / -90 °C

3: pyridine; DMAP / CH₂Cl₂ / 0 °C

4: TMSOTf / 1,2-dichloro-ethane / 20 °C

5: 100 percent / TBAF / tetrahydrofuran / 72 h / 20 °C

With pyridine; 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jm0504306

Reference yield:

: 201472-26-6
(2R/S,5S)-5-(tert-butyldiphenylsilyloxymethyl)tetrahydrofuran-2-ol

: 654054-84-9
(1'S,4'S)-1-[2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine; DMAP / CH₂Cl₂ / 0 °C

2: TMSOTf / 1,2-dichloro-ethane / 20 °C

3: 100 percent / TBAF / tetrahydrofuran / 72 h / 20 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jm0504306