[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

Base Information

Chemical Name:[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester
CAS No.:84590-36-3
Molecular Formula:C₂₈H₃₄N₄O₉
Molecular Weight:570.599
Hs Code.:

Synonyms:[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

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Chemical Property of [[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

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Technology Process of [[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

There total 11 articles about [[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic 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: 95.0%

: 84590-35-2
[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-ylamino]-acetic acid ethyl ester

: 4457-32-3
4-nitrobenzyl chloroformate

: 84590-36-3
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

Guidance literature:: With sodium hydrogencarbonate; In diethyl ether; water; for 3h; Ambient temperature;
DOI:10.1248/cpb.30.3457

Reference yield:

: 1070-19-5
N-(tert-butyloxycarbonyl) azide

: 84590-36-3
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaHCO₃ / dioxane; H₂O / 40 h / 45 °C

2: 100 percent / lithium borohydride / tetrahydrofuran / 2 h / Ambient temperature

3: 87 percent / H₂ / Pd-charcoal / ethanol

4: 72 percent / NaHCO₃ / ethanol / 1 h / Heating

5: 95 percent / NaHCO₃ / diethyl ether; H₂O / 3 h / Ambient temperature

With lithium borohydride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water;
DOI:10.1248/cpb.30.3457

Reference yield:

: 91768-84-2
N-acetyl-4-nitrotryptophan

: 84590-36-3
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: SOCl₂ / 0 deg C, 1 h, 60 deg C, 3 h

2: HCl / ethanol / 48 h

3: NaHCO₃ / dioxane; H₂O / 40 h / 45 °C

4: 100 percent / lithium borohydride / tetrahydrofuran / 2 h / Ambient temperature

5: 87 percent / H₂ / Pd-charcoal / ethanol

6: 72 percent / NaHCO₃ / ethanol / 1 h / Heating

7: 95 percent / NaHCO₃ / diethyl ether; H₂O / 3 h / Ambient temperature

With hydrogenchloride; lithium borohydride; thionyl chloride; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; water;
DOI:10.1248/cpb.30.3457