(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

Base Information

Chemical Name:(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine
CAS No.:121147-42-0
Molecular Formula:C₂₆H₂₄Cl₂N₂O₆S₂
Molecular Weight:595.524
Hs Code.:

Synonyms:(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

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Chemical Property of (2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

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Technology Process of (2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

There total 14 articles about (2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine 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:

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

: 121147-42-0
(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

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: 17.1 percent / sodium hydride / tetrahydrofuran / 1 h / 0 - 5 °C

11: 95 percent / trifluoroacetic acid / H₂O / 0.5 h / 20 °C

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

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

Reference yield:

: (2S,4R)-4-(4-chlorophenyl-sulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

: 98-60-2
4-chlorobenzenesulfonyl chloride

: 121147-42-0
(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

Guidance literature:: With triethylamine; In dichloromethane;

Reference yield:

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

: 121147-42-0
(2S,4R)-1-(4-chlorophenylsulfonyl)-4-(4-chlorophenylsulfonylamino)-2-[(Z)-2-(4-methoxycarbonylphenyl)vinyl]pyrrolidine

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: 17.1 percent / sodium hydride / tetrahydrofuran / 1 h / 0 - 5 °C

10: 95 percent / trifluoroacetic acid / H₂O / 0.5 h / 20 °C

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

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