Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

Base Information

Chemical Name:Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide
CAS No.:724733-64-6
Molecular Formula:C₂₇H₃₇BrN₄O₅
Molecular Weight:577.519
Hs Code.:

Synonyms:Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

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Chemical Property of Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

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Technology Process of Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

There total 10 articles about Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide 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: 19.0%

: 109-73-9,85404-21-3
N-butylamine

: 724733-75-9
(S)-3-methyl-2-[(1-pyridin-2-ylmethanoyl)amino]butyric acid

: 724733-51-1
(3S,4S)-4-azido-5-(4-bromobenzyloxy)-3-hydroxypentanoic acid methyl ester

: 724733-64-6
Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multistep reaction;
DOI:10.1021/jm031106i

Reference yield:

: 98-98-6
2-Picolinic acid

: 724733-64-6
Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 3 steps

1: diisopropylethylamine; HATU / dimethylformamide / 1.5 h / 0 - 20 °C

2: 0.516 g / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 3 h / 20 °C

With triethylsilane; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm031106i

Reference yield:

: 4005-46-3,4494-96-6,22248-87-9,142941-40-0
3-deoxy-1,2-O-isopropylidene-D-glucose

: 724733-64-6
Pyridine-2-carboxylic acid {(S)-1-[(1S,2S)-1-(4-bromo-benzyloxymethyl)-3-butylcarbamoyl-2-hydroxy-propylcarbamoyl]-2-methyl-propyl}-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: dibutyl tin oxide / toluene / 5 h / Heating

1.2: 100 percent / tetrabutylammonium bromide / toluene / 90 °C

2.1: triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 0.17 h / -15 °C

2.2: diphenylphosphoryl azide / tetrahydrofuran / 0 - 20 °C

3.1: aq. acetic acid / 1 h / Heating

4.1: aq. sodium periodate / 2-methyl-propan-2-ol / 0.25 h / 20 °C

4.2: aq. sodium periodate / 2-methyl-propan-2-ol / 0.25 h / 20 °C

4.3: aq. sodium hydroxide / dioxane / 1 h / 20 °C

5.1: acetyl chloride / 48 h / 20 °C

With sodium periodate; di-isopropyl azodicarboxylate; di(n-butyl)tin oxide; acetic acid; acetyl chloride; triphenylphosphine; In tetrahydrofuran; toluene; tert-butyl alcohol;
DOI:10.1021/jm031106i