N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

Base Information

Chemical Name:N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine
CAS No.:140480-22-4
Molecular Formula:C₂₀H₁₇N₅O₉
Molecular Weight:471.383
Hs Code.:

N<sup>α</sup>-(benzyloxycarbonyl)-N<sup>im</sup>-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

Synonyms:N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

Chemical Property:

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Technology Process of N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

There total 1 articles about N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine 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: 76.0%

: 70-34-8,65727-75-5
2,4-Dinitrofluorobenzene

: 101485-34-1
N^α-(benzyloxycarbonyl)-erythro-β-hydroxy-L-histidine

: 140480-22-4
N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

Guidance literature:: With sodium hydrogencarbonate; In methanol; water; for 16h; Ambient temperature;
DOI:10.1016/S0040-4020(01)90783-5

Reference yield:

: 140480-22-4
N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

: 123993-14-6,140632-66-2
(S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 4-methylmorpholine, EDCI, HOBT*H₂O / dimethylformamide / 14 h / Ambient temperature

2: 3-mercaptopropionic acid / tetrahydrofuran / 1 h / Ambient temperature

3: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 72 h / Ambient temperature

4: 100 percent / 1) HCOOH, 2) HCl / 1) Pd black / ethanol / 1) 1h, RT, 2) toluene

5: NEt₃, DPPA / dimethylformamide / 12 h / Ambient temperature

6: 69 percent / 0.5N NaOH / methanol / 28 h / 0 - 4 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; formic acid; sulfuric acid; diphenyl-phosphinic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-mercaptopropionic acid; palladium; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90783-5

Reference yield:

: 140480-22-4
N^α-(benzyloxycarbonyl)-N^im-(2,4-dinitrophenyl)-erythro-β-hydroxy-L-histidine

: 140480-27-9
ethyl (S)-4-<α-<<6-<amino>ethyl>-N-<(o-nitrophenyl)thio>amino>methyl>-4-methoxy-2-pyridyl>carbonyl>-erythro-β-tert-butoxy-L-histidyl>amino>pentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 4-methylmorpholine, EDCI, HOBT*H₂O / dimethylformamide / 14 h / Ambient temperature

2: 3-mercaptopropionic acid / tetrahydrofuran / 1 h / Ambient temperature

3: 80 percent / conc. H₂SO₄ / CH₂Cl₂ / 72 h / Ambient temperature

4: 100 percent / 1) HCOOH, 2) HCl / 1) Pd black / ethanol / 1) 1h, RT, 2) toluene

5: NEt₃, DPPA / dimethylformamide / 12 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; formic acid; sulfuric acid; diphenyl-phosphinic acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 3-mercaptopropionic acid; palladium; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)90783-5