Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide

Base Information

Chemical Name:Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide
CAS No.:127944-49-4
Molecular Formula:C35H51N7O9
Molecular Weight:713.831
Hs Code.:
Mol file:127944-49-4.mol

Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide

Synonyms:N-[[(3R,4S)-3,4-Dihydroxy-1-pyrrolidinyl]carbonyl]-O-methyl-L-Tyr-L-His-[(1S,2R)-1-cyclohexylmethyl-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]NH2;Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide

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Chemical Property of Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide

Chemical Property:

PSA：218.68000
LogP:1.50920

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

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Technology Process of Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide

There total 8 articles about Nα-[O-Methyl-N-[[(3S,4R)-3,4-dihydroxypyrrolizino]carbonyl]-L-tyrosyl]-N-[(1S,2R)-1-(cyclohexylmethyl)-2-[(5S)-3-ethyl-2-oxo-5-oxazolidinyl]-2-hydroxyethyl]-L-histidinamide 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:

: 17791-52-5
(S)-2-tert-Butoxycarbonylamino-3-(3H-imidazol-4-yl)-propionic acid

: 127944-49-4
(3R,4S)-3,4-Dihydroxy-pyrrolidine-1-carboxylic acid [(S)-1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-2-(4-methoxy-phenyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

2: ethanolic HCl / 1 h

3: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide;
DOI:10.1021/jm00169a024

Reference yield:

: 52177-38-5
α-isocyanato-L-O-methyltyrosine methyl ester

: 127944-49-4
(3R,4S)-3,4-Dihydroxy-pyrrolidine-1-carboxylic acid [(S)-1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-2-(4-methoxy-phenyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / CH₂Cl₂ / 0.25 h / 0 °C

2: 65 percent / OsO₄, N-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h

3: 73 percent / aq. LiOH / dioxane / 1 h / 0 °C

4: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; lithium hydroxide; osmium(VIII) oxide; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00169a024

Reference yield:

: 119589-33-2
<(3-pyrrolinyl)carbonyl>-O-methyltyrosine methyl ester

: 127944-49-4
(3R,4S)-3,4-Dihydroxy-pyrrolidine-1-carboxylic acid [(S)-1-[(S)-1-[(1S,2R)-1-cyclohexylmethyl-2-((S)-3-ethyl-2-oxo-oxazolidin-5-yl)-2-hydroxy-ethylcarbamoyl]-2-(3H-imidazol-4-yl)-ethylcarbamoyl]-2-(4-methoxy-phenyl)-ethyl]-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / OsO₄, N-methylmorpholine N-oxide / tetrahydrofuran; 2-methyl-propan-2-ol / 1 h

2: 73 percent / aq. LiOH / dioxane / 1 h / 0 °C

3: 1-hydroxybenzotriazole, N-methylmorpholine, 1-ethyl-3-<(dimethylamino)propyl>carbodiimide hydrochloride / dimethylformamide / 1.) -23 deg C, 2 h, 2.) RT, 16 h

With 4-methyl-morpholine; lithium hydroxide; osmium(VIII) oxide; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00169a024