N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine

Base Information

• Chemical Name: N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine
• CAS No.: 175915-91-0
• Molecular Formula: C₅₄H₅₆N₆O₁₀Si
• Molecular Weight: 977.158

Synonyms:N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine

Chemical Property of N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine

Chemical Property:

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Technology Process of N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine

There total 5 articles about N²-isobutyryl-O⁶-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine 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:

Benzoic acid (2R,3S,4R)-4-hydroxy-2-(2-hydroxy-ethyl)-5-methoxy-tetrahydro-furan-3-ylmethyl ester (441044-21-9) → N2-isobutyryl-O6-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-91-0)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; In tetrahydrofuran;

DOI:10.1021/ja952322m

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → N2-isobutyryl-O6-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-91-0)

Guidance literature:

Multi-step reaction with 3 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

With pyridine; 1H-imidazole; dmap; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; In tetrahydrofuran;

DOI:10.1021/ja952322m

Reference yield:

benzoyl chloride (98-88-4) → N2-isobutyryl-O6-[2-(4-nitrophenyl)ethyl]-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-91-0)

Guidance literature:

Multi-step reaction with 2 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

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide;

DOI:10.1021/ja952322m

upstream raw materials:

N²-Isobutyryl-O⁶-[2-(4-nitrophenylethyl)]guanine

C₃₈H₄₂O₇Si

benzoyl chloride

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

Downstream raw materials:

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

C₅₄H₅₉N₁₁O₁₆S

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

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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