Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

Base Information

Chemical Name:Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester
CAS No.:208463-26-7
Molecular Formula:C₃₀H₃₈N₂O₆SSi
Molecular Weight:582.793
Hs Code.:

Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

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Chemical Property of Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

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Technology Process of Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

There total 7 articles about Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] 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:

: 507-09-5
tiolacetic acid

: 208463-22-3
1-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-5-methyl-1H-pyrimidine-2,4-dione

: 208463-26-7
Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 1h; Yield given; Ambient temperature;
DOI:10.1080/07328319808003461

Reference yield:

: 441044-21-9
Benzoic acid (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester

: 208463-26-7
Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole; acetic acid / dimethylformamide / 0.83 h

2.1: NaOH / methanol; H₂O

3.1: 21.90 g / 4-dimethylaminopyridine; triethylamine / tetrahydrofuran; methanol / 1.17 h

4.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile

4.2: SnCl₄ / acetonitrile / 20 °C

5.1: NaOH / H₂O; methanol

6.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran

With 1H-imidazole; dmap; sodium hydroxide; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile; 4.1: Vorbrueggen reaction / 6.1: Mitsunobu reaction;
DOI:10.1021/jo0003910

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 208463-26-7
Thioacetic acid S-[(2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-ylmethyl] ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: imidazole; acetic acid / dimethylformamide / 0.83 h

2.1: NaOH / methanol; H₂O

3.1: 21.90 g / 4-dimethylaminopyridine; triethylamine / tetrahydrofuran; methanol / 1.17 h

4.1: N-methyl-N-trimethylsilyltrifluoroacetamide / acetonitrile

4.2: SnCl₄ / acetonitrile / 20 °C

5.1: NaOH / H₂O; methanol

6.1: diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran

With 1H-imidazole; dmap; sodium hydroxide; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile; 4.1: Vorbrueggen reaction / 6.1: Mitsunobu reaction;
DOI:10.1021/jo0003910