(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

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Chemical Name:(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide
CAS No.:76398-88-4
Molecular Formula:C₂₃H₃₀N₈O₅
Molecular Weight:498.542
Hs Code.:

Synonyms:(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

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Chemical Property of (S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

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Technology Process of (S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

There total 5 articles about (S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide 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: 88.0%

: 76381-69-6
6-(dimethylamino)-9-<3'-<amino>-3'-deoxy-β-D-ribofuranosyl>purine

: 76398-88-4
(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

Guidance literature:: With trifluoroacetic acid; for 0.0833333h; Ambient temperature;
DOI:10.1021/jm00135a013

Reference yield:

: 949-99-5
4-nitro-3-phenyl-L-alanine

: 76398-88-4
(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

Guidance literature:: Multi-step reaction with 5 steps

1: 44 percent / magnesium hydroxide / H₂O; dioxane / 20 h / 40 °C

2: 70.5 percent / N-hydroxysuccinimide, dicyclohexylcarbodiimide / dimethylformamide / 20 h / Ambient temperature

3: 88.3 percent / H₂, glacial CH₃COOH / 10percent Pd/C / 4 h / 760 Torr / Ambient temperature

4: 69.3 percent / dioxane / 72 h / Ambient temperature

5: 88 percent / trifluoroacetic acid / 0.08 h / Ambient temperature

With magnesium hydroxide; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00135a013

Reference yield:

: 33305-77-0
Boc-Phe(p-NO₂)-OH

: 76398-88-4
(S)-3-(4-Acetylamino-phenyl)-2-amino-N-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yl]-propionamide

Guidance literature:: Multi-step reaction with 4 steps

1: 70.5 percent / N-hydroxysuccinimide, dicyclohexylcarbodiimide / dimethylformamide / 20 h / Ambient temperature

2: 88.3 percent / H₂, glacial CH₃COOH / 10percent Pd/C / 4 h / 760 Torr / Ambient temperature

3: 69.3 percent / dioxane / 72 h / Ambient temperature

4: 88 percent / trifluoroacetic acid / 0.08 h / Ambient temperature

With 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00135a013