9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

Base Information

Chemical Name:9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine
CAS No.:159163-55-0
Molecular Formula:C₁₈H₁₈ClN₅O
Molecular Weight:355.827
Hs Code.:

Synonyms:9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

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Technology Process of 9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

There total 6 articles about 9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine 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: 64.0%

: 10310-21-1
2-Amino-6-chloropurin

: (1S,4R)-4-benzyloxymethylcyclopent-2-en-1-yl methyl carbonate

: 159163-55-0
9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; for 0.333333h; Ambient temperature;
DOI:10.1246/cl.1994.1071

Reference yield: 63.0%

: 267411-97-2
Carbonic acid (1S,4R)-4-benzyloxymethyl-cyclopent-2-enyl ester ethyl ester

: 10310-21-1
2-amino-6-chloropurine

: 159163-55-0
9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

: 7-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-7H-purin-2-ylamine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at -40 - 10 ℃; for 3.5h;
DOI:10.1021/jo9919759

Reference yield:

: 267411-98-3
(4S,5R)-3-((1S,2S)-2-Benzyloxymethyl-2-ethoxy-4-oxo-cyclopentyl)-4,5-diphenyl-oxazolidin-2-one

: 159163-55-0
9-((1S,4R)-4-Benzyloxymethyl-cyclopent-2-enyl)-6-chloro-9H-purin-2-ylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 96 percent / Li₂CO₃ / methanol / 2.5 h

2: 77 percent / H₂ / [Rh(COD)dppb]BF₄ / dimethylformamide / 18.5 h / 4137.29 Torr

3: LDA / tetrahydrofuran; hexane / 0.25 h / 0 °C

4: 55.4 mg / DIBAL / tetrahydrofuran / -78 - 0 °C

5: 87 percent / pyridine / CH₂Cl₂ / 0.33 h

6: 63 percent / Pd(PPh₃)4 / dimethylformamide / 3.5 h / -40 - 10 °C

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; lithium carbonate; diisobutylaluminium hydride; lithium diisopropyl amide; [Rh(COD)(DPPB)]BF₄; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Elimination / 2: Catalytic hydrogenation / 3: Elimination / 4: Reduction / 5: Condensation / 6: Substitution;
DOI:10.1021/jo9919759