Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester
CAS No.:190723-42-3
Molecular Formula:C₂₇H₃₄N₂O₁₀S₂Si
Molecular Weight:638.792
Hs Code.:

Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

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Chemical Property of Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

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Technology Process of Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

There total 2 articles about Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl 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:

: 130351-68-7
1-(5-O-tert-butyldiphenylsilyl-β-D-ribofuranosyl)uracil

: 124-63-0
methanesulfonyl chloride

: 190723-42-3
Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine; at 0 ℃; for 2h;
DOI:10.1055/s-1997-802

Reference yield:

: 58-96-8
uridine

: 190723-42-3
Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP, pyridine / 2 h / 0 °C

2: pyridine / 2 h / 0 °C

With pyridine; dmap;
DOI:10.1055/s-1997-802

Reference yield:

: 190723-42-3
Methanesulfonic acid (2R,3R,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-methanesulfonyloxy-tetrahydro-furan-3-yl ester

: (1R,2S,4R,5S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-4-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-oxa-bicyclo[3.1.0]hexane-6,6-dicarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 1N NaOH / 3 h / Ambient temperature

2: 1.) LAH; 2.) pyridine / 1.) THF, 0 deg C, 30 min; 2.) 0 deg C to rt., 24 h

3: t-BuOK / dimethylformamide / 0.12 h / 0 °C

4: 84 percent / m-chloroperbenzoic acid / methanol / 12 h / 0 - 25 °C

5: t-BuOK / tetrahydrofuran / 0 - 25 °C

6: H₂ / Pd/C / 4 h / Ambient temperature

With pyridine; sodium hydroxide; lithium aluminium tetrahydride; potassium tert-butylate; hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1055/s-1997-802