Guanosine, 2'-deoxy-N-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-6-O-(phenyl methyl)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

Base Information

• Chemical Name: Guanosine, 2'-deoxy-N-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-6-O-(phenyl methyl)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-
• CAS No.: 832748-19-3
• Molecular Formula: C40H51N9O7Si2
• Molecular Weight: 826.072
• Mol file: 832748-19-3.mol

Synonyms:

Chemical Property of Guanosine, 2'-deoxy-N-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-6-O-(phenyl methyl)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

Chemical Property:

• PSA: 178.31000
• LogP: 9.33210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Guanosine, 2'-deoxy-N-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-6-O-(phenyl methyl)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]-

There total 3 articles about Guanosine, 2'-deoxy-N-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-6-O-(phenyl methyl)-3',5'-O-[1,1,3,3-tetrakis(1-methylethyl)-1,3-disiloxanediyl]- 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: 72.0%

5-bromo-3-methyl-2-nitro-3H-imidazo[4,5-f]quinoline (832748-17-1) + 6-Benzyloxy-9-((2R,3aS,9aR)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-ylamine → [6-benzyloxy-9-(5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine (832748-19-3)

Guidance literature:

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; palladium diacetate; In toluene; at 90 ℃;

DOI:10.1021/ol047851m

Reference yield:

2-amino-5-bromo-3-methyl-3H-imidazo[4,5-f]quinoline (98203-07-7) → [6-benzyloxy-9-(5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine (832748-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaNO₂ / acetic acid; H₂O / 4 h / 20 °C

2: 72 percent / CsCO₃; BINAP / Pd(OAc)2 / toluene / 90 °C

With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium nitrite; palladium diacetate; In water; acetic acid; toluene; 2: Buchwald-Hartwig cross-coupling reaction;

DOI:10.1021/ol047851m

Reference yield:

2-Amino-3-methylimidazo[4,5-f]quinoline (76180-96-6) → [6-benzyloxy-9-(5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-9H-purin-2-yl]-(3-methyl-2-nitro-3H-imidazo[4,5-f]quinolin-5-yl)-amine (832748-19-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / Br₂; AcOH

2: 71 percent / NaNO₂ / acetic acid; H₂O / 4 h / 20 °C

3: 72 percent / CsCO₃; BINAP / Pd(OAc)2 / toluene / 90 °C

With bromine; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; acetic acid; sodium nitrite; palladium diacetate; In water; acetic acid; toluene; 3: Buchwald-Hartwig cross-coupling reaction;

DOI:10.1021/ol047851m

upstream raw materials:

5-bromo-3-methyl-2-nitro-3H-imidazo[4,5-f]quinoline

2-amino-5-bromo-3-methyl-3H-imidazo[4,5-f]quinoline

2-Amino-3-methylimidazo[4,5-f]quinoline

Downstream raw materials:

N²-[2-(2-(4-tert-butylphenoxyacetylamino)-3-methyl-3H-imidazo[4,5-f]quinolin-5-yl)]-[3',5'-O-(1,1,3,3-tetrakis(isopropyl)-1,3-disiloxanediyl)]-2'-deoxyguanosine

Refernces