7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

Base Information

Chemical Name:7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester
CAS No.:757951-84-1
Molecular Formula:C₂₃H₂₄N₂O₈S
Molecular Weight:488.518
Hs Code.:

7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1<i>H</i>-indole-2-carboxylic acid methyl ester

Synonyms:7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

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Chemical Property of 7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

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Technology Process of 7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

There total 11 articles about 7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl 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:

: 757951-83-0
methyl 7-benzyloxy-1-methanesulfonyl-5-(N-methoxycarbonylamino)-4-(1-propyn-3-ol)indole-2-carboxylate

: 757951-84-1
7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

Guidance literature:: With quinoline; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol; at 20 ℃; for 8h;
DOI:10.1021/ol0489548

Reference yield:

: 25945-96-4
2-benzyloxy-4-nitro-phenylamine

: 757951-84-1
7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 91 percent / ICI / tetrahydrofuran / 3 h / Heating

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 12 h / 20 °C

3.1: 0.91 g / TBAF / tetrahydrofuran / 48 h / 20 °C

4.1: 56 percent / iPr₂NEt; ZnBr₂ / Pd(PPh₃)4 / tetrahydrofuran / 11 h / Heating

5.1: H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

6.1: NIS / tetrahydrofuran / 0.08 h / 0 °C

7.1: 247 mg / DMAP / pyridine / 2.5 h / 0 °C

8.1: 83 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 50 °C

9.1: quinoline; H₂ / Pd/C / tetrahydrofuran; methanol / 8 h / 20 °C

With quinoline; dmap; N-iodo-succinimide; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; steareth-10; triethylamine; N-ethyl-N,N-diisopropylamine; zinc dibromide; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; ethyl acetate; N,N-dimethyl-formamide; 4.1: Negishi coupling / 8.1: Sonogashira reaction;
DOI:10.1021/ol0489548

Reference yield:

: 100-39-0
benzyl bromide

: 757951-84-1
7-benzyloxy-4-(3-hydroxy-propenyl)-1-methanesulfonyl-5-methoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 93 percent / K₂CO₃ / acetone / 8 h / Heating

2.1: 91 percent / ICI / tetrahydrofuran / 3 h / Heating

3.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

3.2: tetrahydrofuran / 12 h / 20 °C

4.1: 0.91 g / TBAF / tetrahydrofuran / 48 h / 20 °C

5.1: 56 percent / iPr₂NEt; ZnBr₂ / Pd(PPh₃)4 / tetrahydrofuran / 11 h / Heating

6.1: H₂ / PtO₂ / ethyl acetate / 12 h / 20 °C

7.1: NIS / tetrahydrofuran / 0.08 h / 0 °C

8.1: 247 mg / DMAP / pyridine / 2.5 h / 0 °C

9.1: 83 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / dimethylformamide / 2 h / 50 °C

10.1: quinoline; H₂ / Pd/C / tetrahydrofuran; methanol / 8 h / 20 °C

With quinoline; dmap; N-iodo-succinimide; copper(l) iodide; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; steareth-10; triethylamine; N-ethyl-N,N-diisopropylamine; zinc dibromide; platinum(IV) oxide; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; pyridine; methanol; ethyl acetate; N,N-dimethyl-formamide; acetone; 5.1: Negishi coupling / 9.1: Sonogashira reaction;
DOI:10.1021/ol0489548