(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

Base Information

Chemical Name:(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester
CAS No.:110612-97-0
Molecular Formula:C₃₂H₄₂N₄O₈S
Molecular Weight:642.773
Hs Code.:

(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

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Chemical Property of (S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

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Technology Process of (S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

There total 13 articles about (S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]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:

: 17360-25-7,32013-47-1,68005-71-0
N-(p-toluenesulfonyl)-L-valine

: 110612-97-0
(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / PCl₅ / diethyl ether

2: pyridine / 18 h / Ambient temperature

With phosphorus pentachloride; In pyridine; diethyl ether;
DOI:10.1016/S0040-4020(01)96073-9

Reference yield:

: 67720-26-7
6,7,8,9-tetrahydrobenzoindole

: 110612-97-0
(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 100 percent / acetic acid / 0.17 h / 80 °C

2: 40 percent / nitric acid / acetic acid / 0.25 h / 0 °C

3: 72 percent / sodium, dimethyl sulfate / ethanol / 4 h / Ambient temperature

4: NaOH / H₂O / 1.17 h / Heating

5: H₂O / 2 h / 100 °C

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

7: 81 percent / HCl / ethanol / 48 h / Heating

8: 89 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

9: 94 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

10: pyridine / 18 h / Ambient temperature

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

Reference yield:

: 67720-24-5
6,7,8,9-tetrahydrobenzoindole-2-carboxylic acid

: 110612-97-0
(S)-3-Methyl-2-(toluene-4-sulfonylamino)-butyric acid (S)-2-tert-butoxycarbonylamino-3-(4-nitro-6,7,8,9-tetrahydro-1H-benzo[g]indol-3-yl)-propyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: copper powder / quinoline / 2 h / 220 - 230 °C

2: 100 percent / acetic acid / 0.17 h / 80 °C

3: 40 percent / nitric acid / acetic acid / 0.25 h / 0 °C

4: 72 percent / sodium, dimethyl sulfate / ethanol / 4 h / Ambient temperature

5: NaOH / H₂O / 1.17 h / Heating

6: H₂O / 2 h / 100 °C

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

8: 81 percent / HCl / ethanol / 48 h / Heating

9: 89 percent / NaHCO₃ / dioxane; H₂O / 40 h / 40 - 45 °C

10: 94 percent / LiBH₄ / tetrahydrofuran / 3 h / Ambient temperature

11: pyridine / 18 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; lithium borohydride; thionyl chloride; nitric acid; sodium; copper; sodium hydrogencarbonate; dimethyl sulfate; In tetrahydrofuran; 1,4-dioxane; pyridine; quinoline; ethanol; water; acetic acid;
DOI:10.1016/S0040-4020(01)96073-9