4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine

Base Information

• Chemical Name: 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine
• CAS No.: 877651-87-1
• Molecular Formula: C₃₄H₃₀ClN₃O₃
• Molecular Weight: 564.083
• Mol file: 877651-87-1.mol

Synonyms:4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine

Chemical Property of 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine

There total 2 articles about 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine 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: 53.0%

4-chloro-1H-imidazo[4,5-c]pyridine (2770-01-6) + (3aS,4S,6aR)-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-ol (163226-45-7) → 1-[(1R,4R,5S)-3-(trityloxymethyl)-4,5-O-iso-propylidinene-2-cyclopenten-1-yl]-4-chloroimidazo[4,5-c]pyridine (877651-81-5) + 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine (877651-87-1)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 50 ℃;

DOI:10.1016/j.tet.2005.10.052

Reference yield:

(2-chloro-pyridin-4-yl)-nitro-amine (14432-13-4) → 1-[(1R,4R,5S)-3-(trityloxymethyl)-4,5-O-iso-propylidinene-2-cyclopenten-1-yl]-4-chloroimidazo[4,5-c]pyridine (877651-81-5) + 4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine (877651-87-1)

Guidance literature:

(3aS,4S,6aR)-2,2-dimethyl-6-[(trityloxy)methyl]-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-ol; With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

(2-chloro-pyridin-4-yl)-nitro-amine; In tetrahydrofuran; at -78 - 20 ℃; for 24h; Product distribution / selectivity;

Reference yield: 48.0%

4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine (877651-87-1) → 3-[(1R,4R,5S)-3-(hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl]-4-aminoimidazo[4,5-c]pyridine

Guidance literature:

4-chloro-3-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta[1,3]dioxol-4-yl)-3H-imidazo[4,5-c]pyridine; With hydrogenchloride; In methanol; at 20 ℃; for 6h;

With hydrazine; In methanol; for 3h; Heating / reflux;

nickel; In methanol; at 20 ℃; for 4h; Product distribution / selectivity;

upstream raw materials:

4-chloro-1H-imidazo[4,5-c]pyridine

(3aS,4S,6aR)-2,2-dimethyl-6-[(triphenylmethoxy)methyl]-2H,3aH,4H,6aH-cyclopenta[d][1,3]dioxol-4-ol

(2-chloro-pyridin-4-yl)-nitro-amine