4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

Base Information

Chemical Name:4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide
CAS No.:137301-78-1
Molecular Formula:C₄₂H₄₄ClF₃N₄O₇S
Molecular Weight:841.348
Hs Code.:

4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

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Chemical Property of 4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

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Technology Process of 4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

There total 17 articles about 4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide 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:

: 13734-41-3
t-Boc-L-valine

: 137301-78-1,137429-37-9
4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: CDI / tetrahydrofuran

2: 1.) Mg / 1.) THF, reflux, 3.5 h, 2.) THF, RT, 15 min

3: 79 percent / NaBH₄ / methanol

4: 83.5 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

5: 1.) CDI, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, 16 h

6: H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

7: HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / tetrahydrofuran / 4.5 h / 0 - 20 °C

With sodium tetrahydroborate; hydrogen; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm00082a005

Reference yield:

: 402-43-7
p-trifluoromethylphenyl bromide

: 137301-78-1,137429-37-9
4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) Mg / 1.) THF, reflux, 3.5 h, 2.) THF, RT, 15 min

2: 79 percent / NaBH₄ / methanol

3: 83.5 percent / H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

4: 1.) CDI, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, 16 h

5: H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

6: HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / tetrahydrofuran / 4.5 h / 0 - 20 °C

With sodium tetrahydroborate; hydrogen; benzotriazol-1-ol; magnesium; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol;
DOI:10.1021/jm00082a005

Reference yield:

: 1149-26-4
(S)-N-(benzyloxycarbonyl)valine

: 137301-78-1,137429-37-9
4-(4-Chloro-benzenesulfonylaminocarbonyl)-N-{(S)-1-[({(S)-1-[hydroxy-(4-trifluoromethyl-phenyl)-methyl]-2-methyl-propylcarbamoyl}-methyl)-indan-2-yl-carbamoyl]-2-methyl-propyl}-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: DMAP, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / CH₂Cl₂ / 16 h / Ambient temperature

2: 1 aq. KOH / ethanol / 16 h / Ambient temperature

3: 1.) CDI, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, 16 h

4: H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

5: HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / tetrahydrofuran / 4.5 h / 0 - 20 °C

With dmap; potassium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm00082a005