N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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Chemical Name:N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide
CAS No.:76381-74-3
Molecular Formula:C₂₅H₃₄N₈O₅
Molecular Weight:526.596
Hs Code.:

Synonyms:N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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Chemical Property of N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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Technology Process of N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

There total 5 articles about N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide 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: 78.0%

: 76398-89-5
{(S)-2-(4-Butyrylamino-phenyl)-1-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

: 76381-74-3
N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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

: 76381-74-3
N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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: 64 percent / dioxane / 72 h / Ambient temperature

5: 78 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

: 76381-74-3
N-(4-{(S)-2-Amino-2-[(2S,3S,4R,5R)-5-(6-dimethylamino-purin-9-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-ylcarbamoyl]-ethyl}-phenyl)-butyramide

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: 64 percent / dioxane / 72 h / Ambient temperature

4: 78 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