4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

Base Information

Chemical Name:4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid
CAS No.:321352-72-1
Molecular Formula:C₄₀H₃₆N₄O₁₁S
Molecular Weight:780.812
Hs Code.:

4-{3-(3-<i>tert</i>-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9<i>H</i>-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

Synonyms:4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

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Chemical Property of 4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

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Technology Process of 4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

There total 6 articles about 4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic 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:

: 31106-75-9
1-methoxy-2,6-diiodido-4-nitrobenzene

: 321352-72-1
4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 42 percent / CuI; NEt₃ / [Pd(PPh₃)4] / toluene / 16 h / 50 °C

2: 94 percent / CuI; NEt₃ / [Pd(PPh₃)4] / toluene / 8 h / 45 °C

3: 75 percent / Fe; HOAc / 4 h / 25 °C

4: 97 percent / pyridine / 1 h / 80 °C

5: aq. NaOH / dioxane / 3 h / 25 °C

6: aq. NaHCO₃ / dioxane / 1.5 h / 25 °C

With pyridine; sodium hydroxide; copper(l) iodide; iron; sodium hydrogencarbonate; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; toluene; 1: Sonogashira coupling / 2: Sonogashira coupling;
DOI:10.1002/1521-3773(20001201)39:23<4299::AID-ANIE4299>3.0.CO;2-N

Reference yield:

: 321352-68-5
[3-(3-iodo-2-methoxy-5-nitro-phenyl)-prop-2-ynyl]-carbamic acid tert-butyl ester

: 321352-72-1
4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / CuI; NEt₃ / [Pd(PPh₃)4] / toluene / 8 h / 45 °C

2: 75 percent / Fe; HOAc / 4 h / 25 °C

3: 97 percent / pyridine / 1 h / 80 °C

4: aq. NaOH / dioxane / 3 h / 25 °C

5: aq. NaHCO₃ / dioxane / 1.5 h / 25 °C

With pyridine; sodium hydroxide; copper(l) iodide; iron; sodium hydrogencarbonate; acetic acid; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; toluene; 1: Sonogashira coupling;
DOI:10.1002/1521-3773(20001201)39:23<4299::AID-ANIE4299>3.0.CO;2-N

Reference yield:

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 4-[3-(3-amino-prop-1-ynyl)-5-(3-tert-butoxycarbonylamino-prop-1-ynyl)-4-methoxy-phenylsulfamoyl]-3-nitro-benzoic acid

: 321352-72-1
4-{3-(3-tert-butoxycarbonylamino-prop-1-ynyl)-5-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-prop-1-ynyl]-4-methoxy-phenylsulfamoyl}-3-nitro-benzoic acid

Guidance literature:: With sodium hydrogencarbonate; In 1,4-dioxane; at 25 ℃; for 1.5h;
DOI:10.1002/1521-3773(20001201)39:23<4299::AID-ANIE4299>3.0.CO;2-N