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

Base Information

Chemical Name:[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid
CAS No.:84590-37-4
Molecular Formula:C₂₆H₃₀N₄O₉
Molecular Weight:542.546
Hs Code.:

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

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

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

There total 12 articles about [[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid 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: 98.0%

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

: 84590-37-4
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid

Guidance literature:: With potassium hydroxide; In methanol;
DOI:10.1248/cpb.30.3457

Reference yield:

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

: 84590-37-4
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 6 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

6: 98 percent / 2N KOH / methanol

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

Reference yield:

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

: 84590-37-4
[[3-(2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-1H-indol-4-yl]-(4-nitro-benzyloxycarbonyl)-amino]-acetic acid

Guidance literature:: Multi-step reaction with 8 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

8: 98 percent / 2N KOH / methanol

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