2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

Base Information

Chemical Name:2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester
CAS No.:258844-53-0
Molecular Formula:C₂₄H₃₈N₄O₆S
Molecular Weight:510.655
Hs Code.:

Synonyms:2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

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Chemical Property of 2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

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Technology Process of 2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

There total 10 articles about 2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester 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: 83.0%

: 258844-52-9
3-{[5-(4-azido-butyl)-4,5-dihydro-isoxazole-3-carbonyl]-amino}-2-(2,4,6-trimethyl-benzenesulfonylamino)-propionic acid tert-butyl ester

: 258844-53-0
2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

Guidance literature:: With ammonium hydroxide; triphenylphosphine; In 1,4-dioxane;
DOI:10.1021/jm9900321

Reference yield:

: 773-64-8
2-mesitylenesulphonyl chloride

: 258844-53-0
2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / Et₃N / tetrahydrofuran; H₂O / 3.5 h / 20 °C

2: 83 percent / aq. NaOH; Br₂ / 1 h / 85 °C

3: 63 percent / H₂SO₄ / dioxane / 114 h

4: 94 percent / N-methylmorpholine; BOP / dioxane / 18 h / 20 °C

5: 83 percent / Ph₃P; aq. NH₃ / dioxane

With 4-methyl-morpholine; ammonium hydroxide; sodium hydroxide; sulfuric acid; bromine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; water; 1: sulfonylation / 2: Hoffmann's degradation / 3: Esterification / 4: Condensation / 5: Reduction;
DOI:10.1021/jm9900321

Reference yield:

: 821-41-0
5-Hexen-1-ol

: 258844-53-0
2-[(S)-2,4,6-trimethylphenylsulfonylamino]-3-[5-(4-aminobutyl)isoxazolin-3-ylcarbonyl]aminopropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / aq. NaHCO₃ / tetrahydrofuran / 0 - 20 °C

2: 90 percent / pyridine / CH₂Cl₂ / 18 h / 20 °C

3: 92 percent / NaN₃ / dimethylformamide

4: 86 percent / aq. NaOH / ethanol / 2 h / 20 °C

5: 94 percent / N-methylmorpholine; BOP / dioxane / 18 h / 20 °C

6: 83 percent / Ph₃P; aq. NH₃ / dioxane

With 4-methyl-morpholine; pyridine; ammonium hydroxide; sodium hydroxide; sodium azide; sodium hydrogencarbonate; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; 1: cyclocondensation / 2: Tosylation / 3: Substitution / 4: Hydrolysis / 5: Condensation / 6: Reduction;
DOI:10.1021/jm9900321