ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

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Chemical Name:ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate
CAS No.:889678-74-4
Molecular Formula:C₂₉H₃₄N₂O₆
Molecular Weight:506.599
Hs Code.:

Synonyms:ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

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Chemical Property of ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

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Technology Process of ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

There total 12 articles about ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate 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: 31.0%

: ethyl 3-(benzyloxycarbonyl)-5-(1-(tert-butoxycarbonyl)indol-6-yl)-5-isopropyl-2-thioxo-oxazolidine-4-carboxylate

: 889678-85-7
ethyl (E)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

: 889678-74-4
ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/ol060153c

Reference yield: 23.0%

: ethyl 3-(benzyloxycarbonyl)-5-(1-(tert-butoxycarbonyl)indol-6-yl)-5-isopropyl-2-thioxo-oxazolidine-4-carboxylate

: 889678-85-7
ethyl (E)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

: 889678-74-4
ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/ol060153c

Reference yield:

: 939-79-7
4-cyano-2-nitrotoluene

: 889678-74-4
ethyl (Z)-2-((benzyloxycarbonyl)amino)-3-(1-(tert-butoxycarbonyl)indol-6-yl)-4-methylpent-2-enoate

Guidance literature:: Multi-step reaction with 7 steps

1: dimethylformamide / 15 h / Heating

2: 9.07 g / hydrogen / Pd/C / tetrahydrofuran / 0.5 h / 2585.74 Torr

3: 68 percent / tetrahydrofuran / 24 h / Heating

4: 97 percent / 4-(dimethylamino)pyridine / acetonitrile / 15 h

5: 21 percent / sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

6: 73 percent / triethylamine / tetrahydrofuran / 1 h / 0 °C

7: 21 percent / potassium tert-butoxide / tetrahydrofuran / 0.5 h / -78 °C

With dmap; potassium tert-butylate; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol060153c