1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

Base Information

Chemical Name:1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine
CAS No.:224946-87-6
Molecular Formula:C₃₂H₂₆N₆O₁₀
Molecular Weight:654.593
Hs Code.:

Synonyms:1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

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Chemical Property of 1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

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Technology Process of 1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

There total 7 articles about 1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine 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: 21.0%

: 224946-82-1
2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one

: methyl 2-deoxy-3,5-di-O-(p-nitrobenzoyl)-D-ribofuranoside

: 224946-87-6
1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

: 224946-90-1
C₃₂H₂₆N₆O₁₀

Guidance literature:: With tin(IV) chloride; In nitromethane; at 60 ℃; for 1h;
DOI:10.1080/15257779908043082

Reference yield:

: 4214-85-1
2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine

: 224946-87-6
1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / CH₂Cl₂ / 1 h / 20 °C

2: 31.5 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

3: dimethylformamide / 65 °C

4: 29.5 g / Na₂S₂O₄ / tetrahydrofuran; H₂O / 1 h

5: 21.4 g / aq. NaOH / methanol / Heating

6: 21 percent / SnCl₄ / nitromethane / 1 h / 60 °C

With sodium hydroxide; sodium dithionite; tin(IV) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; nitromethane; dichloromethane; water; N,N-dimethyl-formamide; 1: Condensation / 2: Alkylation / 3: Condensation / 4: Cyclization / 5: Hydrolysis / 6: Friedel-Crafts alkylation;
DOI:10.1080/15257779908043082

Reference yield:

: 3977-29-5
2-amino-6-methyl-3H-pyrimidin-4-one

: 224946-87-6
1-benzyl-2'-deoxy-3',5'-di-O-(p-nitrobenzoyl)-9-deazaguanosine

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / nitric acid / H₂SO₄ / 1 h / 50 °C

2: 92 percent / CH₂Cl₂ / 1 h / 20 °C

3: 31.5 g / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 20 °C

4: dimethylformamide / 65 °C

5: 29.5 g / Na₂S₂O₄ / tetrahydrofuran; H₂O / 1 h

6: 21.4 g / aq. NaOH / methanol / Heating

7: 21 percent / SnCl₄ / nitromethane / 1 h / 60 °C

With sodium hydroxide; sodium dithionite; nitric acid; tin(IV) chloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; nitromethane; dichloromethane; sulfuric acid; water; N,N-dimethyl-formamide; 1: Nitration / 2: Condensation / 3: Alkylation / 4: Condensation / 5: Cyclization / 6: Hydrolysis / 7: Friedel-Crafts alkylation;
DOI:10.1080/15257779908043082