5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

Base Information

Chemical Name:5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine
CAS No.:156386-31-1
Molecular Formula:C₃₃H₃₅N₃O₈
Molecular Weight:601.656
Hs Code.:

Synonyms:5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

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Chemical Property of 5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

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Technology Process of 5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

There total 6 articles about 5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine 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: 64.0%

: 156386-30-0
1-<5'-O-MMTr-3'-C,2'-O-dimethylsilamethylidene-3'-deoxy-3'-dehydro-spiro<3'(S),11-(7(R),10-N-(S)-methyl-9,10-isoxazolidine)>-β-D-ribofuranosyl>thymine

: 156386-31-1
5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

Guidance literature:: With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; for 4h; 0 deg C to RT;
DOI:10.1016/S0040-4020(01)85027-4

Reference yield:

: 153842-94-5
1-<5-O-(4-monomethoxytrityl)-2-O-(tert-butyldimethylsilyl)-β-D-erythro-pentofuran-3-ulosyl>thymine

: 156386-31-1
5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 48 h / 0 - 5 °C

2: 84 percent / NH₄F / methanol / 6 h / 0 °C

3: 75 percent / pyridine / Ambient temperature

4: 64 percent / KF, 30percent H₂O₂, KHCO₃ / methanol; tetrahydrofuran / 4 h / 0 deg C to RT

With ammonium fluoride; potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; pyridine; methanol;
DOI:10.1016/S0040-4020(01)85027-4

Reference yield:

: 153842-96-7
5'-O-(4-monomethoxytrityl)-2'-O-(tert-butyldimethylsilyl)-3'-deoxy-3'-dehydro-3'-(E)-(N-methyloximino)-5-methyluridine

: 156386-31-1
5'-O-MMTr-3'-deoxy-3'-dehydro-spiro<3'-(S),11-(7(R)-hydroxy-10-(S)-N-methyl-9,10-isoxazolidine)>-5-methyluridine

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / NH₄F / methanol / 6 h / 0 °C

2: 75 percent / pyridine / Ambient temperature

3: 64 percent / KF, 30percent H₂O₂, KHCO₃ / methanol; tetrahydrofuran / 4 h / 0 deg C to RT

With ammonium fluoride; potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; pyridine; methanol;
DOI:10.1016/S0040-4020(01)85027-4