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

Base Information

• Chemical Name: N²-isobutyryl-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine
• CAS No.: 175915-95-4
• Molecular Formula: C₄₆H₄₉N₅O₈Si
• Molecular Weight: 828.009

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

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

There total 6 articles about N²-isobutyryl-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:

benzoyl chloride (98-88-4) → N2-isobutyryl-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-95-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / pyridine, DMAP

2: 1.) N-methyl-N-(trimethylsilyl)trifluoroacetamide, 2.) trimethylsilyl triflate

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

DOI:10.1021/ja952322m

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-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-95-4)

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

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-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-(tert-butyldiphenylsilyl)-3',5'-dideoxy-β-allofuranosyl}guanine (175915-95-4)

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

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

DOI:10.1021/ja952322m

upstream raw materials:

2-N-isobutyrylguanine

C₃₈H₄₂O₇Si

benzoyl chloride

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

Downstream raw materials:

C₅₄H₅₉N₁₁O₁₆S

N²-isobutyryl-9-{2'-benzoyl-3'-[(benzoyloxy)methyl]-6'-bromo-3',5',6'-trideoxy-β-allofuranosyl}guanine

C₇₀H₇₇N₁₁O₁₄SSi

N-(9-{(2R,3R,4S,5R)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-hydroxy-4-hydroxymethyl-tetrahydro-furan-2-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-isobutyramide

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