N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

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Chemical Name:N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide
CAS No.:175916-13-9
Molecular Formula:C₄₀H₄₈N₆O₇SSi
Molecular Weight:785.009
Hs Code.:

N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

Synonyms:N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

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Chemical Property of N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

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Technology Process of N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

There total 7 articles about N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide 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: 87.0%

: 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

: 175916-13-9
N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

Guidance literature:: With ammonia; In methanol; at 0 ℃; for 1.08333h;
DOI:10.1021/ja952322m

Reference yield:

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

: 175916-13-9
N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

Guidance literature:: Multi-step reaction with 6 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

6: 87 percent / NH₃ / methanol / 1.08 h / 0 °C

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

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 175916-13-9
N-{9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-mercaptomethyl-tetrahydro-furan-2-yl}-6-[2-(4-nitro-phenyl)-ethoxy]-9H-purin-2-yl}-isobutyramide

Guidance literature:: Multi-step reaction with 6 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

6: 87 percent / NH₃ / methanol / 1.08 h / 0 °C

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