6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine

Base Information

• Chemical Name: 6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine
• CAS No.: 129746-11-8
• Molecular Formula: C₂₉H₂₈ClFN₄O
• Molecular Weight: 503.019

Synonyms:6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine

Chemical Property of 6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine

Chemical Property:

Purity/Quality:

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Technology Process of 6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine

There total 12 articles about 6-Chloro-N⁴-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine 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: 77.0%

(6-Chloro-5-nitro-pyrimidin-4-yl)-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-amine (129746-10-7) → 6-Chloro-N4-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine (129746-11-8)

Guidance literature:

With hydrogen; nickel; In 1,4-dioxane;

DOI:10.1039/c39900000151

Reference yield:

(6-Chloro-5-nitro-pyrimidin-4-yl)-((1S,2S,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-amine (129746-10-7) → 6-Chloro-N4-((1S,2S,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine (129746-11-8)

Guidance literature:

With hydrogen; nickel; In 1,4-dioxane;

DOI:10.1039/c39900000151

Reference yield:

triphenylmethoxymethylcyclopent-2-ene (119895-90-8) → 6-Chloro-N4-((1S,2S,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-pyrimidine-4,5-diamine (129746-11-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) dimethyldibromohydantoin, 2.) K₂CO₃ / 1.) H₂O, acetone, 0 deg C, 2.) MeOH

2: 84 percent / NaN₃, NH₄Cl / ethanol; H₂O / 90 °C

3: diethylaminosulphur trifluoride (DAST) / CH₂Cl₂ / 0 °C

4: H₂ / Lindlar catalyst / ethanol

5: Et₃N / CH₂Cl₂ / Ambient temperature

6: H₂ / Raney Ni / dioxane

With sodium azide; dimethyldibromohydantoin; diethylamino-sulfur trifluoride; hydrogen; potassium carbonate; ammonium chloride; triethylamine; Lindlar's catalyst; nickel; In 1,4-dioxane; ethanol; dichloromethane; water;

DOI:10.1039/c39900000151

upstream raw materials:

(6-Chloro-5-nitro-pyrimidin-4-yl)-((1S,2S,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-amine

triphenylmethoxymethylcyclopent-2-ene

2-exo-triphenylmethoxymethyl-6-oxabicyclo<3.1.0>hexane

(6-Chloro-5-nitro-pyrimidin-4-yl)-((1S,2R,3S)-2-fluoro-3-trityloxymethyl-cyclopentyl)-amine

Downstream raw materials:

[(1R,2S,3R)-3-(6-Amino-purin-9-yl)-2-fluoro-cyclopentyl]-methanol

[(1R,2R,3R)-3-(6-Amino-purin-9-yl)-2-fluoro-cyclopentyl]-methanol

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