9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine

Base Information

• Chemical Name: 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine
• CAS No.: 114988-12-4
• Molecular Formula: C₃₃H₄₆N₄O₈S
• Molecular Weight: 658.816
• Mol file: 114988-12-4.mol

Synonyms:9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine

Chemical Property of 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine

There total 5 articles about 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine 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: 50.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 3',5'-Diisobutyryl-2'-deoxyinosine → 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine (114988-12-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1055/s-2001-12355

Reference yield: 46.0%

2,4,6-triisopropylphenylsulfonyl chloride (6553-96-4) + 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-1H-purin-6(9H)-one (114988-11-3) → 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-1-<(2,4,6-triisopropylphenyl)sulfonyl>-1H-purine-6(9H)-one + 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine (114988-12-4)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 0.0833333h;

DOI:10.1002/hlca.19870700622

Reference yield:

2'-deoxy-D-adenosine (958-09-8,7005-15-4) → 9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-6-O-<(2,4,6-triisopropylphenyl)sulfonyloxy>-9H-purine (114988-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / adenosine deaminase (EC 3.5.4.4)

2: 92 percent / pyridine / 1 h / Ambient temperature

3: 46 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.08 h

With dmap; triethylamine; adenosine deaminase (EC 3.5.4.4); In pyridine; dichloromethane;

DOI:10.1002/hlca.19870700622

upstream raw materials:

2,4,6-triisopropylphenylsulfonyl chloride

9-(2'-deoxy-3',5'-di-O-isobutyryl-β-D-erythro-pentofuranosyl)-1H-purin-6(9H)-one

2-deoxyinosine

2-Methylpropionic anhydride

Downstream raw materials:

N⁶-(carbamoylmethyl)-2'-deoxy-5'-O-(4,4'-dimethoxytriphenylmethyl)adenosine

(-)-N⁶-(carbamoylmethyl)-2'-deoxyadenosine

5'-O-(4,4'-Dimethoxytrityl)-N⁶-(1-oxyl-2,2,6,6-tetramethyl-4-piperidinyl)-2'-deoxyadenosine