3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

Base Information

Chemical Name:3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester
CAS No.:586363-99-7
Molecular Formula:C₂₅H₃₅N₃O₅
Molecular Weight:457.57
Hs Code.:

3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2<i>H</i>-indol-3-yl]-propionic acid ethyl ester

Synonyms:3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

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Chemical Property of 3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

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Technology Process of 3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

There total 8 articles about 3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl 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:

: 3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-1-chloro-octahydro-indol-3-yl]-propionic acid ethyl ester

: 586363-99-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

Guidance literature:: With KO₂; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/S0960-894X(03)00181-1

Reference yield:

: 136564-69-7
1H-indole-5-carboxylic acid benzyl ester

: 586363-99-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / L-proline / acetonitrile / 22 h / 20 °C

2: 88 percent / Cu; pyridine / 16 h / Heating

3: 91 percent / H₂ / 10 percent Pd/C / acetic acid; H₂O / 22 h / 70 °C / 53200 Torr

4: 92 percent / aq. NaOH / dioxane / 16 h / 20 °C

5: 72 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 20 °C

6: 94 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

7: NCS / diethyl ether; acetonitrile / 1 h / 20 °C

8: KO₂ / dimethylformamide / 4 h / 20 °C

With pyridine; dmap; sodium hydroxide; N-chloro-succinimide; hydrogen; copper; dicyclohexyl-carbodiimide; trifluoroacetic acid; L-proline; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00181-1

Reference yield:

: 586363-94-2
3-(2-ethoxycarbonyl-ethyl)-1H-indole-5-carboxylic acid benzyl ester

: 586363-99-7
3-[5-(3-benzyloxycarbonylamino-propylcarbamoyl)-3,3a,4,5,6,7-hexahydro-2H-indol-3-yl]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / H₂ / 10 percent Pd/C / acetic acid; H₂O / 22 h / 70 °C / 53200 Torr

2: 92 percent / aq. NaOH / dioxane / 16 h / 20 °C

3: 72 percent / DCC; DMAP / CH₂Cl₂ / 21 h / 20 °C

4: 94 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

5: NCS / diethyl ether; acetonitrile / 1 h / 20 °C

6: KO₂ / dimethylformamide / 4 h / 20 °C

With dmap; sodium hydroxide; N-chloro-succinimide; hydrogen; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0960-894X(03)00181-1