3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine

Base Information

• Chemical Name: 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine
• CAS No.: 374081-67-1
• Molecular Formula: C₃₃H₃₁N₅O₄S
• Molecular Weight: 593.706
• Mol file: 374081-67-1.mol

Synonyms:3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine

Chemical Property of 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine

There total 16 articles about 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine 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: 76.0%

3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-methylsulfanyl-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]indene (374081-66-0) → 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine (374081-67-1)

Guidance literature:

With ammonia; In butan-1-ol; at 160 ℃; for 90h;

DOI:10.1021/jo0255476

Reference yield:

4,5-dibromo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole (437614-21-6) → 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine (374081-67-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 100 percent / NH₃ / methanol / 3 h / 100 °C

2: 87 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 0 - 20 °C

3: ethylmagnesium bromide / diethyl ether / 23 h / 20 °C

4: hydroxylamine hydrochloride; NaHCO₃ / ethanol; H₂O / 2 h / 20 °C

5: 90 percent / acetic anhydride / 3 h / Heating

6: K₂CO₃ / dimethylformamide / 55 °C

7: 88 percent / EtONa / ethanol / 4 h / Heating

8: 81 percent / acetic anhydride / 3 h / Heating

9: 75 percent / P₂S₅ / pyridine / 24 h / Heating

10: 75 percent / K₂CO₃ / methanol / 0.17 h

11: 76 percent / NH₃ / butan-1-ol / 90 h / 160 °C

With tetraphosphorus decasulfide; ethylmagnesium bromide; hydroxylamine hydrochloride; ammonia; sodium ethanolate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo0255476

Reference yield:

3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-bromo-3H-imidazole-4-carbaldehyde (374081-59-1) → 3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]inden-7-ylamine (374081-67-1)

Guidance literature:

Multi-step reaction with 8 steps

1: hydroxylamine hydrochloride; NaHCO₃ / ethanol; H₂O / 2 h / 20 °C

2: 90 percent / acetic anhydride / 3 h / Heating

3: K₂CO₃ / dimethylformamide / 55 °C

4: 88 percent / EtONa / ethanol / 4 h / Heating

5: 81 percent / acetic anhydride / 3 h / Heating

6: 75 percent / P₂S₅ / pyridine / 24 h / Heating

7: 75 percent / K₂CO₃ / methanol / 0.17 h

8: 76 percent / NH₃ / butan-1-ol / 90 h / 160 °C

With tetraphosphorus decasulfide; hydroxylamine hydrochloride; ammonia; sodium ethanolate; acetic anhydride; sodium hydrogencarbonate; potassium carbonate; In pyridine; methanol; ethanol; water; N,N-dimethyl-formamide; butan-1-ol;

DOI:10.1021/jo0255476

upstream raw materials:

3-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-7-methylsulfanyl-3H-8-thia-1,3,4,6-tetraaza-cyclopenta[a]indene

benzyl bromide

4,5-dibromo-1-(β-D-ribofuranosyl)imidazole

4,5-dibromo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole

Downstream raw materials:

6-[3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-3H-imidazol-4-yl]-pyrimidin-4-ylamine