N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

Base Information

• Chemical Name: N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide
• CAS No.: 898221-44-8
• Molecular Formula: C₂₁H₂₁N₅O₄S
• Molecular Weight: 439.495
• Mol file: 898221-44-8.mol

Synonyms:N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

Chemical Property of N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

There total 5 articles about N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide 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: 55.0%

N-[9-(2,2-dimethyl-6-oxiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide (104409-52-1) → N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide (898221-44-8)

Guidance literature:

With thiourea; In methanol;

DOI:10.1016/j.bmcl.2004.09.051

Reference yield:

N6-benzoyl-2',3'-O-isopropylidene-9-(β-D-allofuranosyl)adenine (812644-08-9) → N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide (898221-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / pyridine

2: 89 percent / NaH / tetrahydrofuran

3: 55 percent / thiourea / methanol

With pyridine; sodium hydride; thiourea; In tetrahydrofuran; methanol;

DOI:10.1016/j.bmcl.2004.09.051

Reference yield:

N-{9-[(2R,3R,4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide (898221-45-9) → N-[9-(2,2-dimethyl-6-thiiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide (898221-44-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: APTS / acetone

1.2: 70 percent / aq. AcOH / acetone

2.1: 60 percent / pyridine

3.1: 89 percent / NaH / tetrahydrofuran

4.1: 55 percent / thiourea / methanol

With pyridine; sodium hydride; thiourea; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; In tetrahydrofuran; methanol; acetone;

DOI:10.1016/j.bmcl.2004.09.051

upstream raw materials:

N-[9-(2,2-dimethyl-6-oxiranyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-9H-purin-6-yl]-benzamide

N-{9-[(2R,3R,4S,5R)-5-((R)-1,2-Dihydroxy-ethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-9H-purin-6-yl}-benzamide

N⁶-benzoyl-2',3'-O-isopropylidene-9-(β-D-allofuranosyl)adenine

Toluene-4-sulfonic acid (R)-2-[(3aR,4R,6R,6aR)-6-(6-benzoylamino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-2-hydroxy-ethyl ester