(2S)-{[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino}[(3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethanoic acid (non-preferred name)

Base Information

• Chemical Name: (2S)-{[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino}[(3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethanoic acid (non-preferred name)
• CAS No.: 86632-66-8
• Molecular Formula: C19H22N4O9
• Molecular Weight: 450.3994
• Mol file: 86632-66-8.mol

Synonyms:

Chemical Property of (2S)-{[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino}[(3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethanoic acid (non-preferred name)

Chemical Property:

• Density: 1.631g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-{[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino}[(3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethanoic acid (non-preferred name)

There total 2 articles about (2S)-{[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino}[(3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]ethanoic acid (non-preferred name) 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:

4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate (3556-56-7) → (S)-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid; compound with formic acid (86632-66-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / dimethylformamide; H₂O / 24 h / Ambient temperature

2: H₂ / Pd black / methanol / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; palladium; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00364a030

Reference yield:

formic acid (64-18-6) + (S)-[(S)-2-Benzyloxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid → (S)-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid; compound with formic acid (86632-66-8)

Guidance literature:

With hydrogen; palladium; In methanol; for 0.5h; Yield given; Ambient temperature;

DOI:10.1021/jm00364a030

upstream raw materials:

formic acid

4-nitrophenyl N-[(benzyloxy)carbonyl]-L-tyrosinate