N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea

Base Information

• Chemical Name: N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea
• CAS No.: 175543-99-4
• Molecular Formula: C₂₈H₃₂N₂O₈
• Molecular Weight: 524.571

Synonyms:N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea

Chemical Property of N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea

There total 6 articles about N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea 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: 80.0%

(E)-3-methoxy-2-methylacryloyl isocyanate (132151-65-6) + C22H25NO5*ClH → N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea (175543-99-4)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 16h;

DOI:10.1016/0960-894X(95)00589-L

Reference yield:

(E)-3-methoxy-2-methylacryloyl isocyanate (132151-65-6) + 1-Amino-2,5-anhydro-1,3-dideoxy-4,6-di-O-p-toluyl-D-ribo-hexitol hydrochloride (88287-61-0) → N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea (175543-99-4)

Guidance literature:

With triethylamine; In benzene; at 25 ℃; for 16h;

DOI:10.1021/jo961548k

Reference yield:

3-methoxy-2-methylacryloyl chloride (52410-41-0,114274-71-4) → N-[(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)methyl]-N'-(3-methoxy-2-methylacryloyl)urea (175543-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene / 0.5 h / Heating

2: Et₃N / benzene / 16 h / 25 °C

With triethylamine; In benzene;

DOI:10.1021/jo961548k

upstream raw materials:

(E)-3-methoxy-2-methylacryloyl isocyanate

1-Amino-2,5-anhydro-1,3-dideoxy-4,6-di-O-p-toluyl-D-ribo-hexitol hydrochloride

Hoffer's chlorosugar

methyl 3,5-di-O-toluoyl-2-deoxy-D-ribofuranose

Downstream raw materials:

1-{(2S,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-ylmethyl}-5-methyl-1H-pyrimidine-2,4-dione

1-[(2S,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-ylmethyl]-5-methyl-1H-pyrimidine-2,4-dione

1-{(2S,4S,5R)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl}-5-methyl-1H-pyrimidine-2,4-dione

(2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl)(thymin-1-yl) methane

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