Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester

Base Information

• Chemical Name: Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester
• CAS No.: 878550-09-5
• Molecular Formula: C₄₇H₅₂N₇O₅P
• Molecular Weight: 825.948

Synonyms:Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester

Chemical Property of Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester

There total 15 articles about Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester 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: 83.0%

N6-benzoyl-9-{2'-hydroxy-4'-[(4-methoxyphenyl)diphenylmethoxy]cyclohexyl}adenine (878550-07-3) + 2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) → Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester (878550-09-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.75h;

DOI:10.1002/hlca.200590258

Reference yield:

(+/-)-5-amino-4-[(1'RS,2'RS,4'RS)-4'-(benzyloxy)-2'-hydroxycyclohexylamine]-6-chloropyrimidine → Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester (878550-09-5)

Guidance literature:

Multi-step reaction with 12 steps

1.1: HCl / 20 °C

1.2: 76 percent / HCl / tetrahydrofuran / 2 h / 20 °C

2.1: 84 percent / NH₃ / methanol / 100 °C

3.1: 81 percent / 1H-imidazole / dimethylformamide / 20 °C

4.1: 96 percent / NH₄OCOH / Pd/C / methanol / 7 h / Heating

5.1: pyridine / 1 h / 0 °C

6.1: pyridine / 20 °C

7.1: 521 mg / NH₄OH / H₂O; methanol / 0.5 h / 0 °C

8.1: 36 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 0 - 20 °C

9.1: 66 percent / NaOH / methanol; dioxane

10.1: 84 percent / pyridine

11.1: 84 percent / Bu₄NF / tetrahydrofuran

12.1: 83 percent / EtN(i-Pr)2 / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; 1H-imidazole; hydrogenchloride; dmap; ammonium hydroxide; sodium hydroxide; tetrabutyl ammonium fluoride; ammonia; ammonium formate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590258

Reference yield:

(+/-)-9-[(1'RS,2'RS,4'RS)-4'-(benzyloxy)-2'-hydroxycyclohexyl]-6-chloropurine → Diisopropyl-phosphoramidous acid (1S,2S,5S)-2-(6-benzoylamino-purin-9-yl)-5-[(4-methoxy-phenyl)-diphenyl-methoxy]-cyclohexyl ester 2-cyano-ethyl ester (878550-09-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 84 percent / NH₃ / methanol / 100 °C

2: 81 percent / 1H-imidazole / dimethylformamide / 20 °C

3: 96 percent / NH₄OCOH / Pd/C / methanol / 7 h / Heating

4: pyridine / 1 h / 0 °C

5: pyridine / 20 °C

6: 521 mg / NH₄OH / H₂O; methanol / 0.5 h / 0 °C

7: 36 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 3 h / 0 - 20 °C

8: 66 percent / NaOH / methanol; dioxane

9: 84 percent / pyridine

10: 84 percent / Bu₄NF / tetrahydrofuran

11: 83 percent / EtN(i-Pr)2 / CH₂Cl₂ / 0.75 h / 20 °C

With pyridine; 1H-imidazole; dmap; ammonium hydroxide; sodium hydroxide; tetrabutyl ammonium fluoride; ammonia; ammonium formate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.200590258

upstream raw materials:

N⁶-benzoyl-9-{2'-hydroxy-4'-[(4-methoxyphenyl)diphenylmethoxy]cyclohexyl}adenine

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

N⁶-benzoyl-9-{2'-[(tert-butyl)dimethylsilyloxy]-4'-hydroxycyclohexyl}adenine

N⁶-benzoyl-9-{2'-[(tert-butyl)dimethylsilyloxy]-4'-[(R)-2-methoxy-2-phenylacetoxy]cyclohexyl}adenine

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