(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

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Chemical Name:(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid
CAS No.:121147-49-7
Molecular Formula:C₂₂H₂₄Cl₂N₂O₆S₂
Molecular Weight:547.48
Hs Code.:

Synonyms:(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

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Chemical Property of (5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

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Technology Process of (5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

There total 13 articles about (5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic 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: 25.4%

: 98-60-2
4-chlorobenzenesulfonyl chloride

: (E)-6-[(2S,4R)-4-(4-Chloro-benzenesulfonylamino)-pyrrolidin-2-yl]-hex-5-enoic acid; compound with trifluoro-acetic acid

: 121147-49-7
(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

: (5E)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1016/S0968-0896(01)00397-2

Reference yield:

: 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride

: 121147-49-7
(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

Guidance literature:: Multi-step reaction with 12 steps

1: 53.4 g / triethylamine / CH₂Cl₂ / 4 h / 0 - 5 °C

2: 56.2 g / triethylamine / CH₂Cl₂ / 3 h / 0 - 5 °C

3: 88.7 percent / dimethylsulfoxide / 90 °C

4: 98.4 percent / potassium carbonate / methanol / 1 h / 20 °C

5: 100 percent / triethylamine / CH₂Cl₂ / 4 h / 0 - 5 °C

6: 90.8 percent / sodium azide / dimethylsulfoxide / 90 °C

7: H₂ / 10 percent Pd/C / methanol / 3 h / 20 °C / 2280 Torr

8: 9.13 g / pyridine / 5 h / 0 - 5 °C

9: 65.9 percent / diisobutylaluminum hydride / toluene / 5 h / -78 °C

10: 100 percent / sodium hydride / dimethylsulfoxide / 6 h / 20 °C

11: H₂O / 1 h / 20 °C

12: 25.4 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

With sodium azide; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; 10: Wittig reaction;
DOI:10.1016/S0968-0896(01)00397-2

Reference yield:

: 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

: 121147-49-7
(5Z)-6-((2S,4R)-1-((4-chlorophenyl)sulfonyl)-4-(((4-chlorophenyl)sulfonyl)amino)pyrrolidin-2-yl)-5-hexenoic acid

Guidance literature:: Multi-step reaction with 11 steps

1: 56.2 g / triethylamine / CH₂Cl₂ / 3 h / 0 - 5 °C

2: 88.7 percent / dimethylsulfoxide / 90 °C

3: 98.4 percent / potassium carbonate / methanol / 1 h / 20 °C

4: 100 percent / triethylamine / CH₂Cl₂ / 4 h / 0 - 5 °C

5: 90.8 percent / sodium azide / dimethylsulfoxide / 90 °C

6: H₂ / 10 percent Pd/C / methanol / 3 h / 20 °C / 2280 Torr

7: 9.13 g / pyridine / 5 h / 0 - 5 °C

8: 65.9 percent / diisobutylaluminum hydride / toluene / 5 h / -78 °C

9: 100 percent / sodium hydride / dimethylsulfoxide / 6 h / 20 °C

10: H₂O / 1 h / 20 °C

11: 25.4 percent / triethylamine / CH₂Cl₂ / 2 h / 20 °C

With sodium azide; hydrogen; sodium hydride; diisobutylaluminium hydride; potassium carbonate; triethylamine; palladium on activated charcoal; In pyridine; methanol; dichloromethane; water; dimethyl sulfoxide; toluene; 9: Wittig reaction;
DOI:10.1016/S0968-0896(01)00397-2