Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

Base Information

• Chemical Name: Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester
• CAS No.: 673456-37-6
• Molecular Formula: C₃₃H₄₃N₅O₁₀S₂Si
• Molecular Weight: 761.949

Synonyms:Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

Chemical Property of Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester

There total 5 articles about Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-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:

9-[2-O-acetyl-5-O-benzoyl-4-C-[(benzoyloxy)methyl]-3-O-benzyl-α-L-threo-pentofuranosyl]-6-N-benzoyladenine (341536-45-6) → Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester (673456-37-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 85 percent / NH₃ / methanol

2.1: 72 percent / imidazole / dimethylformamide

3.1: 94 percent / NH₃ / methanol

4.1: trimethylsilyl chloride; pyridine

4.2: pyridine

4.3: NH₃ / methanol; H₂O

5.1: pyridine

With pyridine; 1H-imidazole; chloro-trimethyl-silane; ammonia; In methanol; N,N-dimethyl-formamide;

DOI:10.1081/NCN-120022826

Reference yield:

C39H33N5O8 (673456-34-3) → Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester (673456-37-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 72 percent / imidazole / dimethylformamide

2.1: 94 percent / NH₃ / methanol

3.1: trimethylsilyl chloride; pyridine

3.2: pyridine

3.3: NH₃ / methanol; H₂O

4.1: pyridine

With pyridine; 1H-imidazole; chloro-trimethyl-silane; ammonia; In methanol; N,N-dimethyl-formamide;

DOI:10.1081/NCN-120022826

Reference yield:

C38H43N5O7Si (673456-35-4) → Methanesulfonic acid (3R,4R,5R)-5-(6-benzoylamino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-tetrahydro-furan-2-ylmethyl ester (673456-37-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 94 percent / NH₃ / methanol

2.1: trimethylsilyl chloride; pyridine

2.2: pyridine

2.3: NH₃ / methanol; H₂O

3.1: pyridine

With pyridine; chloro-trimethyl-silane; ammonia; In methanol;

DOI:10.1081/NCN-120022826

upstream raw materials:

methanesulfonyl chloride

C₃₉H₃₃N₅O₈

9-[2-O-acetyl-5-O-benzoyl-4-C-[(benzoyloxy)methyl]-3-O-benzyl-α-L-threo-pentofuranosyl]-6-N-benzoyladenine

[(3R,4R,5R)-5-(6-Amino-purin-9-yl)-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxymethyl-tetrahydro-furan-2-yl]-methanol

Downstream raw materials:

(1S,3R,4R,7R)-7-benzyloxy-1-hydroxymethyl-3-(adenin-9-yl)-2,5-dioxabicyclo[2.2.1]heptane

Methanesulfonic acid (1R,3R,4R,7R)-3-(6-benzoylamino-purin-9-yl)-7-benzyloxy-2,5-dioxa-bicyclo[2.2.1]hept-1-ylmethyl ester

9-(3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-threo-pentofuranosyl)-6-N-benzoyladenine

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