(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Base Information

Chemical Name:(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone
CAS No.:874382-93-1
Molecular Formula:C₃₄H₃₉NO₄Si
Molecular Weight:553.773
Hs Code.:

Synonyms:(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

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Chemical Property of (1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Chemical Property:

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Technology Process of (1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

There total 9 articles about (1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-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:

: 3-benzyloxy-2-methyl-4-trimethylsilanyloxy-pyridine

: 203301-81-9
(4R)-1-O-acetyl-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-L-ribofuranose

: 874382-93-1
(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

: 874382-95-3
(1'R,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-α-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 20 ℃; for 18h;
DOI:10.1021/jm0504306

Reference yield:

: 118-71-8
Maltol

: 874382-93-1
(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / aq. NaOH / methanol / 16 h / Heating

2: 58 percent / aq. NH₃ / ethanol / 16 h / Heating

3: ammonium sulfate / 2 h / Heating

4: 950 mg / TMSOTf / 1,2-dichloro-ethane / 18 h / 20 °C

With ammonium hydroxide; sodium hydroxide; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In methanol; ethanol; 1,2-dichloro-ethane;
DOI:10.1021/jm0504306

Reference yield:

: 61160-18-7
3-benzyloxy-2-methyl-1H-pyridin-4-one

: 874382-93-1
(1'S,4'R)-1-[5'-tert-butyldiphenylsilyl-2',3'-dideoxy-β-L-ribofuranosyl]-2-methyl-3-benzyloxy-4-pyridinone

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium sulfate / 2 h / Heating

2: 950 mg / TMSOTf / 1,2-dichloro-ethane / 18 h / 20 °C

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane;
DOI:10.1021/jm0504306