9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine

Base Information

• Chemical Name: 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine
• CAS No.: 434943-40-5
• Molecular Formula: C₁₇H₁₇N₅O₄
• Molecular Weight: 355.353

Synonyms:9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine

Chemical Property of 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine

Chemical Property:

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Technology Process of 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine

There total 3 articles about 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine 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: 59.0%

9-[(1'R,4'S)-4'-hydroxy-2'-cyclopenten-1'-yl]-9-H-N6-benzoylamino-8-aza-7-deazapurine (434943-39-2) → 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N6-benzoylamino-8-aza-7-deazapurine (434943-40-5)

Guidance literature:

With osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In tetrahydrofuran; at 20 ℃; for 5h;

DOI:10.1016/S0040-4020(01)01247-9

Reference yield:

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate (60410-16-4) → 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N6-benzoylamino-8-aza-7-deazapurine (434943-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NaH; Pd(PPh₃)4; PPh₃ / dimethylsulfoxide; tetrahydrofuran / 48 h / 55 °C

2: 59 percent / OsO₄; H₂O; 4-methylmorpholine N-oxide / tetrahydrofuran / 5 h / 20 °C

With osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)01247-9

Reference yield:

4-benzamido-1H-pyrazolo<3,4-d>pyrimidine (82436-66-6) → 9-[(1'R,2'S,3'R,4'S)-2',3',4'-trihydroxycyclopentan-1'-yl]-9-H-N6-benzoylamino-8-aza-7-deazapurine (434943-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NaH; Pd(PPh₃)4; PPh₃ / dimethylsulfoxide; tetrahydrofuran / 48 h / 55 °C

2: 59 percent / OsO₄; H₂O; 4-methylmorpholine N-oxide / tetrahydrofuran / 5 h / 20 °C

With osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; 4-methylmorpholine N-oxide; triphenylphosphine; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1016/S0040-4020(01)01247-9

upstream raw materials:

9-[(1'R,4'S)-4'-hydroxy-2'-cyclopenten-1'-yl]-9-H-N⁶-benzoylamino-8-aza-7-deazapurine

(1R,4S)-4-hydroxy-2-cyclopentene-1-yl acetate

4-benzamido-1H-pyrazolo<3,4-d>pyrimidine

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