(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

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Chemical Name:(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid
CAS No.:334792-41-5
Molecular Formula:C₂₅H₂₈N₆O₆S
Molecular Weight:540.6
Hs Code.:

Synonyms:(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

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Chemical Property of (S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

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Technology Process of (S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

There total 14 articles about (S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid 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:

: 334792-39-1
tert-butyl (2S)-benzenesulfonylamino-3-[3-{(3R)-hydroxy-(4R)-(pyrimidin-2-ylamino)piperidin-1-yl}benzoylamino]propionate

: 334792-41-5
(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

Guidance literature:: With methoxybenzene; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 8h;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 334792-31-3
Ethyl 3-{(3R,4S)-3,4-(dihydroxy)-piperidin-1-yl}benzoate

: 334792-41-5
(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 30 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 3 h / 20 °C

2: 67 percent / triethylamine / CH₂Cl₂ / 0.08 h / 20 °C

3: 100 percent / sodium azide / dimethylformamide / 10 h / 90 °C

4: 100 percent / sodium ethoxide / tetrahydrofuran / 3.5 h / 30 °C

5: 100 percent / hydrogen / Pd/C / dioxane; H₂O / 3 h / 20 °C

6: 45 percent / ethyldiisopropylamine / dimethylsulfoxide / 14 h / 120 °C

7: NaOH / methanol; tetrahydrofuran; H₂O / 16 h / 45 °C

8: 18 mg / benzotriazol-1-yloxytri(dimethylamino)phosphonium PF₆; ethyldiisopropylamine / dimethylformamide; CH₂Cl₂ / 16 h / 20 °C

9: anisole; trifluoroacetic acid / CH₂Cl₂ / 8 h / 20 °C

With sodium hydroxide; sodium azide; hydrogen; sodium ethanolate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062

Reference yield:

: 3-[(3S,4R)-3,4,5-Trihydroxy-pent-(E)-ylideneamino]-benzoic acid ethyl ester

: 334792-41-5
(S)-2-Benzenesulfonylamino-3-{3-[(3R,4R)-3-hydroxy-4-(pyrimidin-2-ylamino)-piperidin-1-yl]-benzoylamino}-propionic acid

Guidance literature:: Multi-step reaction with 12 steps

1: 2.2 g / acetic acid; sodium cyanoborohydride / methanol; CH₂Cl₂ / 4 h / 20 °C

2: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 1 h / 0 - 20 °C

3: 160 mg / tetrahydrofuran / 2 h / 20 °C

4: 30 percent / p-toluenesulfonic acid monohydrate / tetrahydrofuran / 3 h / 20 °C

5: 67 percent / triethylamine / CH₂Cl₂ / 0.08 h / 20 °C

6: 100 percent / sodium azide / dimethylformamide / 10 h / 90 °C

7: 100 percent / sodium ethoxide / tetrahydrofuran / 3.5 h / 30 °C

8: 100 percent / hydrogen / Pd/C / dioxane; H₂O / 3 h / 20 °C

9: 45 percent / ethyldiisopropylamine / dimethylsulfoxide / 14 h / 120 °C

10: NaOH / methanol; tetrahydrofuran; H₂O / 16 h / 45 °C

11: 18 mg / benzotriazol-1-yloxytri(dimethylamino)phosphonium PF₆; ethyldiisopropylamine / dimethylformamide; CH₂Cl₂ / 16 h / 20 °C

12: anisole; trifluoroacetic acid / CH₂Cl₂ / 8 h / 20 °C

With sodium hydroxide; sodium azide; carbon tetrabromide; hydrogen; sodium ethanolate; sodium cyanoborohydride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; toluene-4-sulfonic acid; acetic acid; methoxybenzene; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.062