diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

Base Information

Chemical Name:diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate
CAS No.:949908-52-5
Molecular Formula:C₁₂H₂₁N₄O₅P
Molecular Weight:332.296
Hs Code.:

Synonyms:diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

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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 diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

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Technology Process of diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

There total 12 articles about diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate 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: 71.0%

: C₁₃H₂₀F₃N₄O₇PS

: 949908-52-5
diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

Guidance literature:: With potassium nitrite; 18-crown-6 ether; In N,N-dimethyl-formamide; at 40 ℃; for 24h;
DOI:10.1021/jm3008486

Reference yield: 71.0%

: 949908-52-5
diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

Guidance literature:

Reference yield:

: C₈H₁₅NO₄

: 949908-52-5
diethyl (3R,4R,5S)-4-acetamido-5-azido-3-hydroxy-1-cyclohexene-1-phosphonate

Guidance literature:: Multi-step reaction with 11 steps

1: pyridine / 3 h / 25 °C

2: hydrogenchloride / 1,4-dioxane; toluene; water / 24 h / 0 - 25 °C

3: toluene-4-sulfonic acid / toluene / 4 h / 80 °C

4: pyridine / dichloromethane / 2 h / -15 °C

5: sodium hydride; 15-crown-5 / N,N-dimethyl-formamide / 24 h / 25 °C

6: hydrogen; palladium on activated charcoal / ethanol / 24 h / 25 °C

7: sodium ethanolate / ethanol / 5 h / 25 °C

8: diphenyl phosphoryl azide; diisopropyl-carbodiimide; triphenylphosphine / tetrahydrofuran / 48 h / 25 °C

9: hydrogenchloride / ethanol / 1 h / Reflux

10: pyridine / dichloromethane / 2 h / -15 - -10 °C

11: potassium nitrite; 18-crown-6 ether / N,N-dimethyl-formamide / 24 h / 40 °C

With pyridine; hydrogenchloride; potassium nitrite; 15-crown-5; 18-crown-6 ether; diphenyl phosphoryl azide; palladium on activated charcoal; hydrogen; sodium ethanolate; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm3008486