tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

Base Information

Chemical Name:tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate
CAS No.:889675-12-1
Molecular Formula:C₂₅H₂₈N₂O₅
Molecular Weight:436.508
Hs Code.:

Synonyms:tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

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Chemical Property of tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

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Technology Process of tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

There total 10 articles about tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate 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:

: (1-benzyl-3-chlorooxalyl-2,6-dimethyl-1H-indol-4-yloxy)-acetic acid tert-butyl ester

: 889675-12-1
tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

Guidance literature:: With ammonia; In dichloromethane; at 20 ℃; for 0.166667h;
DOI:10.1021/jm060136t

Reference yield:

: 889675-02-9
4-(2-chloroethoxy)-6-methyl-1-(phenylsulfonyl)-1H-indole

: 889675-12-1
tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 96 percent / n-BuLi / hexane; tetrahydrofuran / 3 h / -78 °C

2.1: NaH / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

2.2: 78 percent / tetrahydrofuran; dimethylformamide / 0.5 h

3.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

3.2: 44 percent / hexane; tetrahydrofuran / 3 h

4.1: 83 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

5.1: 50 percent / H₂ / Pt / methanol / 120 h / 2068.59 Torr

6.1: 88 percent / K₂CO₃ / acetone / 12 h / Heating

7.1: NaH / dimethylformamide / 0.08 h / 20 °C

7.2: 64 percent / dimethylformamide / 1 h / 20 °C

8.1: CH₂Cl₂ / 2 h / 20 °C

9.1: 68 mg / NH₃ / CH₂Cl₂ / 0.17 h / 20 °C

With lithium aluminium tetrahydride; n-butyllithium; ammonia; hydrogen; sodium hydride; potassium carbonate; platinum; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060136t

Reference yield:

: 889674-94-6
2-(6-methyl-1-(phenylsulfonyl)-1H-indol-4-yloxy)ethanol

: 889675-12-1
tert-butyl 2-(3-(2-amino-2-oxoacetyl)-1-benzyl-2,6-dimethyl-1H-indol-4-yloxy)acetate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 78 percent / CCl₄; triphenylphosphine / 3 h / Heating

2.1: 96 percent / n-BuLi / hexane; tetrahydrofuran / 3 h / -78 °C

3.1: NaH / tetrahydrofuran; dimethylformamide / 0.17 h / 0 °C

3.2: 78 percent / tetrahydrofuran; dimethylformamide / 0.5 h

4.1: n-BuLi / hexane; tetrahydrofuran / 2 h / -78 - 20 °C

4.2: 44 percent / hexane; tetrahydrofuran / 3 h

5.1: 83 percent / LiAlH₄ / tetrahydrofuran / 12 h / Heating

6.1: 50 percent / H₂ / Pt / methanol / 120 h / 2068.59 Torr

7.1: 88 percent / K₂CO₃ / acetone / 12 h / Heating

8.1: NaH / dimethylformamide / 0.08 h / 20 °C

8.2: 64 percent / dimethylformamide / 1 h / 20 °C

9.1: CH₂Cl₂ / 2 h / 20 °C

10.1: 68 mg / NH₃ / CH₂Cl₂ / 0.17 h / 20 °C

With tetrachloromethane; lithium aluminium tetrahydride; n-butyllithium; ammonia; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; platinum; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060136t