3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione
• CAS No.: 206762-88-1
• Molecular Formula: C₃₉H₃₉FN₂O₅SSi
• Molecular Weight: 694.899

Synonyms:3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

Chemical Property of 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

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Technology Process of 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

There total 2 articles about 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione 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: 18.0%

(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol (174833-54-6) + 3-benzoyl-5-fluorouracil (61251-77-2) → 3-Benzoyl-2-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yloxy]-5-fluoro-3H-pyrimidin-4-one + 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione (206762-88-1)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; acetonitrile; at 70 ℃; for 1h;

DOI:10.1021/jo980667s

Reference yield: 11.0%

(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol (174833-54-6) + 3-benzoyl-5-fluorouracil (61251-77-2) → 3-Benzoyl-2-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yloxy]-5-fluoro-3H-pyrimidin-4-one + 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione (206762-88-1) + 3-Benzoyl-1-[(3R,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

DOI:10.1021/jo980667s

Reference yield: 91.0%

3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione (206762-88-1) → 1-[(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione (214280-10-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; methanol; for 2h; Ambient temperature;

DOI:10.1021/jo980667s

upstream raw materials:

(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol

3-benzoyl-5-fluorouracil

Downstream raw materials:

1-[(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione

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