1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

Base Information

• Chemical Name: 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil
• CAS No.: 93806-85-0
• Molecular Formula: C₁₇H₁₉N₃O₇
• Molecular Weight: 377.354
• Mol file: 93806-85-0.mol

Synonyms:1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

Chemical Property of 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

There total 1 articles about 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil 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: 73.0%

1-(5'-amino-5'-deoxy-α-D-allofuranuronosyl)uracil (24695-48-5) + benzaldehyde (100-52-7) → 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil (93806-85-0)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate;

DOI:10.1021/jm00381a012

Reference yield: 82.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil (93806-85-0) → 1-<5'-(benzylmethylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil (93842-00-3)

Guidance literature:

With sodium cyanoborohydride; In methanol; for 0.333333h;

DOI:10.1021/jm00381a012

Reference yield:

1-<5'-(benzylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil (93806-85-0) → (S)-[((S)-2-Benzyloxycarbonylamino-propionyl)-methyl-amino]-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-acetic acid (93806-88-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / NaBH₃CN / methanol / 0.33 h

2: 60 percent / AcOH, H₂ / 5percent Pd/BaSO₄ / H₂O

3: Et₃N / dimethylformamide; H₂O / 48 h

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

DOI:10.1021/jm00381a012

upstream raw materials:

1-(5'-amino-5'-deoxy-α-D-allofuranuronosyl)uracil

benzaldehyde

Downstream raw materials:

1-<5'-(benzylmethylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

1-<5'-(L-alanylmethylamino)-5'-deoxy-β-D-allofuranosyluronic acid>uracil

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