Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester
• CAS No.: 174498-66-9
• Molecular Formula: C₃₀H₃₈N₂O₉SSi
• Molecular Weight: 630.791

Synonyms:

Chemical Property of Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester

There total 5 articles about Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl 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:

1-[5,6-dideoxy-2,3-O-isopropylidene-β-D-ribo-hex-5-ynofuranosyl]pyrimidine-2,4(1H,3H)-dione (148981-66-2) → Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester (174498-66-9)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/CaCO₃ / methanol

2: AD-mix-α / 2-methyl-propan-2-ol; H2O

3: imidazole / dimethylformamide

4: pyridine / 0 deg C to r.t.

With pyridine; 1H-imidazole; AD-mix-α; hydrogen; Lindlar's catalyst; In methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/0040-4039(95)02116-7

Reference yield:

(3aS,4S,6R,6aR)-6-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carbaldehyde (27999-65-1) → Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester (174498-66-9)

Guidance literature:

Multi-step reaction with 5 steps

1: K₂CO₃ / methanol / 0 deg C to r.t.

2: H₂ / Pd/CaCO₃ / methanol

3: AD-mix-α / 2-methyl-propan-2-ol; H2O

4: imidazole / dimethylformamide

5: pyridine / 0 deg C to r.t.

With pyridine; 1H-imidazole; AD-mix-α; hydrogen; potassium carbonate; Lindlar's catalyst; In methanol; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/0040-4039(95)02116-7

Reference yield:

1-(5,6-Dideoxy-2,3-O-isopropylidene-β-D-ribo-hex-5-enofuranosyl)uracil (148981-67-3) → Methanesulfonic acid (R)-2-(tert-butyl-diphenyl-silanyloxy)-1-[(3aR,4S,6R,6aR)-6-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethyl ester (174498-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1: AD-mix-α / 2-methyl-propan-2-ol; H2O

2: imidazole / dimethylformamide

3: pyridine / 0 deg C to r.t.

With pyridine; 1H-imidazole; AD-mix-α; In water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/0040-4039(95)02116-7

upstream raw materials:

methanesulfonyl chloride

1-{(3aR,4R,6R,6aR)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl}-1H-pyrimidine-2,4-dione

1-(5,6-Dideoxy-2,3-O-isopropylidene-β-D-ribo-hex-5-enofuranosyl)uracil

1-[5,6-dideoxy-2,3-O-isopropylidene-β-D-ribo-hex-5-ynofuranosyl]pyrimidine-2,4(1H,3H)-dione

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