Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

Base Information

Chemical Name:Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester
CAS No.:110595-80-7
Molecular Formula:C₂₃H₂₅N₃O₆
Molecular Weight:439.468
Hs Code.:

Synonyms:Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

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Chemical Property of Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

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Technology Process of Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

There total 11 articles about Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl 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: 85.0%

: 98-88-4
benzoyl chloride

: 90242-69-6
(S)-(-)-N-Boc-4-nitrotryptophanol

: 110595-80-7
Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

Guidance literature:: In pyridine; for 15h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96073-9

Reference yield:

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

: 110595-80-7
Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

2: 98 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

3: pyridine / 18 h / Ambient temperature

4: 2N KOH / methanol; H₂O / 144 h / Ambient temperature

5: 85 percent / pyridine / 15 h / Ambient temperature

With potassium hydroxide; lithium borohydride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; water;
DOI:10.1016/S0040-4020(01)96073-9

Reference yield:

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

: 110595-80-7
Benzoic acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-1H-indol-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: thionyl chloride / 1 h., room temp. then 3 h., 60 deg C

2: 88.7 percent / HCl / ethanol / 48 h / Heating

3: 90 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

4: 98 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

5: pyridine / 18 h / Ambient temperature

6: 2N KOH / methanol; H₂O / 144 h / Ambient temperature

7: 85 percent / pyridine / 15 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; lithium borohydride; thionyl chloride; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; ethanol; water;
DOI:10.1016/S0040-4020(01)96073-9