2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

Base Information

Chemical Name:2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine
CAS No.:442681-41-6
Molecular Formula:C₂₈H₂₈N₄O₉S
Molecular Weight:596.618
Hs Code.:

Synonyms:2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

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Chemical Property of 2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

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Technology Process of 2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

There total 10 articles about 2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine 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: 33.7%

: 507-09-5
tiolacetic acid

: (2-hydroxy-ethyl)-{4-[(4-nitro-benzyloxycarbonylamino)-methyl]-benzyl}-carbamic acid 4-nitro-benzyl ester

: 442681-41-6
2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1016/S0968-0896(01)00430-8

Reference yield:

: 196880-47-4
4-({[tert-butyl(diphenyl)silyl]oxy}methyl)benzaldehyde

: 442681-41-6
2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

Guidance literature:: Multi-step reaction with 10 steps

1: Na(OAc)3BH; AcOH / tetrahydrofuran / 20 h / 20 °C

2: 2.08 g / aq. NaOH / dioxane; H₂O / pH 8 - 10

3: DMAP / pyridine / 18 h / 20 °C

4: TBAF / tetrahydrofuran / 1 h / 20 °C

5: iPr₂NEt / tetrahydrofuran / 0.5 h / 0 °C

6: NaN₃ / dimethylformamide / 1 h / 20 °C

7: PPh₃; H₂O / tetrahydrofuran / 14 h / 20 °C

8: 990 mg / aq. NaOH / dioxane; H₂O / 0 °C / pH 8.5

9: 73.5 percent / aq. NaOH / methanol / 0.5 h / 20 °C

10: 33.7 percent / PPh₃; DIAD / tetrahydrofuran / 0.5 h / 0 °C

With dmap; sodium hydroxide; sodium azide; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; water; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00430-8

Reference yield:

: acetic acid 2-[(4-hydroxymethyl-benzyl)-(4-nitro-benzyloxycarbonyl)-amino]-ethyl ester

: 442681-41-6
2-acetylthio-[N-(4-p-nitrobenzyloxycarbonyl)aminomethylbenzyl-N-p-nitrobenzyloxycarbonyl]ethylamine

Guidance literature:: Multi-step reaction with 6 steps

1: iPr₂NEt / tetrahydrofuran / 0.5 h / 0 °C

2: NaN₃ / dimethylformamide / 1 h / 20 °C

3: PPh₃; H₂O / tetrahydrofuran / 14 h / 20 °C

4: 990 mg / aq. NaOH / dioxane; H₂O / 0 °C / pH 8.5

5: 73.5 percent / aq. NaOH / methanol / 0.5 h / 20 °C

6: 33.7 percent / PPh₃; DIAD / tetrahydrofuran / 0.5 h / 0 °C

With sodium hydroxide; sodium azide; di-isopropyl azodicarboxylate; water; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;
DOI:10.1016/S0968-0896(01)00430-8