2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

Base Information

Chemical Name:2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester
CAS No.:174665-87-3
Molecular Formula:C₃₀H₃₆N₄O₅S
Molecular Weight:564.706
Hs Code.:

Synonyms:2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

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Chemical Property of 2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

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Technology Process of 2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

There total 9 articles about 2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic 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: 97.0%

: 156185-89-6
tert-butyl (2S)-N-benzenesulfonyl-2,3-diaminopropionate

: 210694-05-6
4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoic acid

: 174665-87-3
2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

Guidance literature:: With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In acetonitrile;
DOI:10.1021/jm000133v

Reference yield:

: 7521-41-7
2-Aminonicotinaldehyde

: 174665-87-3
2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / L-proline / ethanol / 18 h / Heating

2: 52 percent / H₂ / 10 percent Pd/C / ethanol / 18 h / 760 Torr

3: 100 percent / 6 N HCl / 18 h / 60 °C

4: 97 percent / N-methylmorpholine; BOP / acetonitrile

With 4-methyl-morpholine; hydrogenchloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; L-proline; palladium on activated charcoal; In ethanol; acetonitrile; 1: Condensation / 2: Catalytic hydrogenation / 3: Hydrolysis / 4: Condensation;
DOI:10.1021/jm000133v

Reference yield:

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 174665-87-3
2(S)-benzenesulfonylamino-3-{4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethyl]benzoylamino}propionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / NEt₃; Pd(OAc)2 / acetonitrile / 16 h / 60 °C

2: 60 percent / L-proline / ethanol / 18 h / Heating

3: 52 percent / H₂ / 10 percent Pd/C / ethanol / 18 h / 760 Torr

4: 100 percent / 6 N HCl / 18 h / 60 °C

5: 97 percent / N-methylmorpholine; BOP / acetonitrile

With 4-methyl-morpholine; hydrogenchloride; palladium diacetate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; L-proline; palladium on activated charcoal; In ethanol; acetonitrile; 1: Substitution / 2: Condensation / 3: Catalytic hydrogenation / 4: Hydrolysis / 5: Condensation;
DOI:10.1021/jm000133v