[2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester

Base Information

• Chemical Name: [2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester
• CAS No.: 193017-13-9
• Molecular Formula: C₄₂H₄₈N₄O₆S
• Molecular Weight: 736.932

Synonyms:[2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester

Chemical Property of [2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester

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Technology Process of [2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester

There total 13 articles about [2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-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-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester (193017-13-9)

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: MgSO₄ / 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; magnesium sulfate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; 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-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester (193017-13-9)

Guidance literature:

Multi-step reaction with 8 steps

1: H₂ / Pd(OH)2/C / ethanol

2: pyridine

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: MgSO₄ / 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; magnesium sulfate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; methanol; chloroform-d1; ethanol; dichloromethane;

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

Reference yield:

4-Hydrazinobenzoic acid (619-67-0) → [2-[2-(3,5-dimethylphenyl)-5-(morpholine-4-carbonyl)-1H-indol-3-yl]ethyl]-[4-[4-(methanesulfonylamino)phenyl]-butyl]carbamic acid benzyl ester (193017-13-9)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂SO₄ / Heating

2: MgSO₄ / CDCl₃ / -10 - -5 °C

3: NaBH₄ / methanol / -5 °C

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

5: aq. KOH / methanol / Heating

6: PyBOP; Et₃N / CH₂Cl₂

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

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

upstream raw materials:

morpholine

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

4-(4-nitrophenyl)butanoic acid

4-Hydrazinobenzoic acid

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