(2R)-{[(2S)-2-amino-5-(carbamoylamino)pentanoyl]amino}[(2R,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: (2R)-{[(2S)-2-amino-5-(carbamoylamino)pentanoyl]amino}[(2R,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.: 93806-81-6
• Molecular Formula: C₁₆H₂₄N₆O₉
• Molecular Weight: 444.401

Synonyms:

Chemical Property of (2R)-{[(2S)-2-amino-5-(carbamoylamino)pentanoyl]amino}[(2R,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: 1.609g/cm³

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R)-{[(2S)-2-amino-5-(carbamoylamino)pentanoyl]amino}[(2R,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 3 articles about (2R)-{[(2S)-2-amino-5-(carbamoylamino)pentanoyl]amino}[(2R,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:

(R)-((S)-2-Benzyloxycarbonylamino-5-ureido-pentanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid (93806-82-7) → 1-<5'-(L-citrullylamino)-5'-deoxy-α-L-talofuranosyluronic acid>uracil (93806-81-6)

Guidance literature:

With hydrogen; acetic acid; Pd-BaSO₄; In methanol; water; for 1h; Yield given;

DOI:10.1021/jm00381a012

Reference yield:

N-carbobenzoxy-L-citrulline 2,4,5-trichlorophenyl ester (93806-90-7) → 1-<5'-(L-citrullylamino)-5'-deoxy-α-L-talofuranosyluronic acid>uracil (93806-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide; H₂O / 48 h

2: AcOH, H₂ / Pd/BaSO₄ / methanol; H₂O / 1 h

With hydrogen; acetic acid; triethylamine; Pd-BaSO₄; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00381a012

Reference yield:

1-(5'-amino-5'-deoxy-α-L-talofuranosyluronic acid)uracil (34311-37-0) → 1-<5'-(L-citrullylamino)-5'-deoxy-α-L-talofuranosyluronic acid>uracil (93806-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide; H₂O / 48 h

2: AcOH, H₂ / Pd/BaSO₄ / methanol; H₂O / 1 h

With hydrogen; acetic acid; triethylamine; Pd-BaSO₄; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00381a012

upstream raw materials:

(R)-((S)-2-Benzyloxycarbonylamino-5-ureido-pentanoylamino)-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid

N-carbobenzoxy-L-citrulline 2,4,5-trichlorophenyl ester

1-(5'-amino-5'-deoxy-α-L-talofuranosyluronic acid)uracil

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