{2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester

Base Information

• Chemical Name: {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester
• CAS No.: 192774-10-0
• Molecular Formula: C₄₃H₅₂N₄O₅S
• Molecular Weight: 736.976

Synonyms:{2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester

Chemical Property of {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester

Chemical Property:

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Technology Process of {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester

There total 14 articles about {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester 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:

4-(4-nitrophenyl)butanoic acid (5600-62-4) → {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester (192774-10-0)

Guidance literature:

Multi-step reaction with 9 steps

1: BOP; Et₃N / CH₂Cl₂

2: H₂ / Pd(OH)2/C / ethanol

3: pyridine

4: LiAlH₄ / tetrahydrofuran / 0 °C

5: Me₂SO₄ / CDCl₃ / -10 - -5 °C

6: NaBH₄ / methanol / -5 °C

7: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / -78 °C

8: aq. KOH / methanol / Heating

9: PyBOP; Et₃N / CH₂Cl₂

With pyridine; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; dimethyl sulfate; palladium dihydroxide; In tetrahydrofuran; methanol; chloroform-d1; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(01)00274-8

Reference yield:

4-(4-nitrophenyl)butyric acid, N-methoxy-N-methylamide (192774-14-4) → {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester (192774-10-0)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / Pd(OH)2/C / ethanol

2: pyridine

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: Me₂SO₄ / CDCl₃ / -10 - -5 °C

5: NaBH₄ / methanol / -5 °C

6: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / -78 °C

7: aq. KOH / methanol / Heating

8: PyBOP; Et₃N / CH₂Cl₂

With pyridine; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; dimethyl sulfate; palladium dihydroxide; In tetrahydrofuran; methanol; chloroform-d1; ethanol; dichloromethane;

DOI:10.1016/S0960-894X(01)00274-8

Reference yield:

ethyl (4-amino-3,5-dibromophenyl)acetate (5438-70-0) → {2-[5-diethylcarbamoylmethyl-2-(3,5-dimethylphenyl)-1H-indol-3-yl]ethyl}-[4-(4-methanesulfonylaminophenyl)butyl]-carbamic acid benzyl ester (192774-10-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: aq. NaNO₂; HCl

1.2: SnCl₂; concd HCl

2.1: H₂SO₄ / Heating

3.1: Me₂SO₄ / CDCl₃ / -10 - -5 °C

4.1: NaBH₄ / methanol / -5 °C

5.1: i-Pr₂NEt / CH₂Cl₂; tetrahydrofuran / -78 °C

6.1: aq. KOH / methanol / Heating

7.1: PyBOP; Et₃N / CH₂Cl₂

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; sulfuric acid; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; dimethyl sulfate; sodium nitrite; In tetrahydrofuran; methanol; chloroform-d1; dichloromethane;

DOI:10.1016/S0960-894X(01)00274-8

upstream raw materials:

diethylamine

[3-(2-{benzyloxycarbonyl-[4-(4-methanesulfonylaminophenyl)butyl]amino}ethyl)-2-(3,5-dimethylphenyl)-1H-indol-5-yl]acetic acid

4-(4-nitrophenyl)butanoic acid

ethyl (4-amino-3,5-dibromophenyl)acetate

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