1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine

Base Information

• Chemical Name: 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine
• CAS No.: 123191-39-9
• Molecular Formula: C₁₀H₁₅N₃O₄
• Molecular Weight: 241.247
• Mol file: 123191-39-9.mol

Synonyms:1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine

Chemical Property of 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine

There total 2 articles about 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine 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:

2,2-Dimethyl-propionic acid (2S,3S)-3-acetylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl ester → 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine (123191-39-9) + 3'-amino-3'-deoxythymidine (52450-18-7)

Guidance literature:

With sodium methylate; In methanol; at 65 ℃; for 43h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja960581l

Reference yield:

→ 1-((S)-4-Amino-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione (52450-18-7,73971-79-6,123191-39-9,127501-59-1,127501-60-4,137637-54-8)

Guidance literature:

Entspr. Azid, H2;

Reference yield: 63.0%

O-methyl-N-tert-butoxycarbonyl-L-tyrosine (53267-93-9) + 1-(3-amino-2,3-dideoxy-α-D-erythro-pentofuranosyl)-5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine (123191-39-9) → 1-(2,3-dideoxy-3-(N-t-butyloxycarbonyl-p-methoxy-L-phenylalanylamino)-α-D-erythro-pentofuranosyl)thymine (142410-17-1)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 24h; Ambient temperature;

DOI:10.1002/jhet.5570290102

Downstream raw materials:

1-(2,3-dideoxy-3-(N-t-butyloxycarbonyl-L-phenylalanylamino)-α-D-erythro-pentofuranosyl)thymine

1-(2,3-dideoxy-3-(N-t-butyloxycarbonyl-p-methoxy-L-phenylalanylamino)-α-D-erythro-pentofuranosyl)thymine

1-(2,3-dideoxy-3-L-phenylalanylamino-α-D-erythro-pentofuranosyl)thymine

1-(2,3-dideoxy-3-p-methoxy-L-phenylalanylamino-α-D-erythro-pentofuranosyl)thymine