Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-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-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester
CAS No.:175916-05-9
Molecular Formula:C₄₂H₅₀N₆O₈SSi
Molecular Weight:827.046
Hs Code.:

Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester

Synonyms:Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-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-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-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-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester

There total 6 articles about Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-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:

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

: 175916-05-9
Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / tetrahydrofuran

2: 74 percent / pyridine, DMAP

3: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, RT, 2 h, 2.) CH₃CN, 50 deg C, 38 h

4: 0.2 N aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

5: PPh₃, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature

With pyridine; 1H-imidazole; dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1021/ja952322m

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 175916-05-9
Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / imidazole / tetrahydrofuran

2: 74 percent / pyridine, DMAP

3: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, RT, 2 h, 2.) CH₃CN, 50 deg C, 38 h

4: 0.2 N aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

5: PPh₃, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature

With pyridine; 1H-imidazole; dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1021/ja952322m

Reference yield:

: Benzoic acid (2R,3S,4R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-methoxy-tetrahydro-furan-3-ylmethyl ester

: 175916-05-9
Thioacetic acid S-((2R,3S,4R,5R)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-hydroxy-5-{2-isobutyrylamino-6-[2-(4-nitro-phenyl)-ethoxy]-purin-9-yl}-tetrahydro-furan-3-ylmethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / pyridine, DMAP

2: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate / 1.) CH₃CN, RT, 2 h, 2.) CH₃CN, 50 deg C, 38 h

3: 0.2 N aq. LiOH / methanol; tetrahydrofuran / Ambient temperature

4: PPh₃, diisopropyl azodicarboxylate / tetrahydrofuran / Ambient temperature

With pyridine; dmap; lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; triphenylphosphine; In tetrahydrofuran; methanol;
DOI:10.1021/ja952322m