Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

Base Information

Chemical Name:Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester
CAS No.:189307-29-7
Molecular Formula:C₄₂H₅₄N₂O₉Si
Molecular Weight:758.984
Hs Code.:

Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

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Chemical Property of Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

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Technology Process of Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

There total 7 articles about Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester 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:

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 189307-29-7
Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / AgOTf / pyridine / 20 h / 50 °C

2: 1.) borane methylsulfide, 2.) sodium perborate / 1.) THF, 0 deg C, 3 h, 2.) MeOH, H₂O, room temperature, 2 h

3: pyridine / 2 h / Ambient temperature

With pyridine; borane methylsulfide; sodium perborate; silver trifluoromethanesulfonate; In pyridine;
DOI:10.1080/07328319808004219

Reference yield:

: 131118-61-1
3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde

: 189307-29-7
Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) CuCN / 1.) THF, -5 deg C, 15 min, 2.) THF, room temperature, 6 h

2: 85 percent / AgOTf / pyridine / 20 h / 50 °C

3: 1.) borane methylsulfide, 2.) sodium perborate / 1.) THF, 0 deg C, 3 h, 2.) MeOH, H₂O, room temperature, 2 h

4: pyridine / 2 h / Ambient temperature

With pyridine; borane methylsulfide; sodium perborate; silver trifluoromethanesulfonate; In pyridine;
DOI:10.1080/07328319808004219

Reference yield:

: 40733-27-5
3'-O-(t-butyldimethylsilyl)thymidine

: 189307-29-7
Acetic acid (R)-4-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-4-[(2R,3S,5R)-3-(tert-butyl-dimethyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 15.9 g / DCC, pyridine, TFA / dimethylsulfoxide / Ambient temperature

2: 1.) CuCN / 1.) THF, -5 deg C, 15 min, 2.) THF, room temperature, 6 h

3: 85 percent / AgOTf / pyridine / 20 h / 50 °C

4: 1.) borane methylsulfide, 2.) sodium perborate / 1.) THF, 0 deg C, 3 h, 2.) MeOH, H₂O, room temperature, 2 h

5: pyridine / 2 h / Ambient temperature

With pyridine; borane methylsulfide; sodium perborate; silver trifluoromethanesulfonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; In pyridine; dimethyl sulfoxide;
DOI:10.1080/07328319808004219