N-4-hydroxy-2'-deoxycytidylic acid

Base Information

• Chemical Name: N-4-hydroxy-2'-deoxycytidylic acid
• CAS No.: 2277-58-9
• Molecular Formula: C₉H₁₄N₃O₈P
• Molecular Weight: 323.199
• Mol file: 2277-58-9.mol

Synonyms:Cytidine,2'-deoxy-N-hydroxy-, 5'-(dihydrogen phosphate) (8CI); Cytidine,2'-deoxy-N-hydroxy-, 5'-phosphate (7CI); N4-Hydroxy-dCMP;N4-Hydroxydeoxycytidylic acid

Chemical Property of N-4-hydroxy-2'-deoxycytidylic acid

Chemical Property:

• Boiling Point: 661.6°Cat760mmHg
• Flash Point: 353.9°C
• Density: 2.04g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-4-hydroxy-2'-deoxycytidylic acid

There total 4 articles about N-4-hydroxy-2'-deoxycytidylic acid 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: 70.0%

1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one (1867-16-9) → 1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one 5'-monophosphate (2277-58-9)

Guidance literature:

With tris(p-nitrophenyl)phosphate; wheat shoot nucleoside phosphotransferase; In acetate buffer; at 37 ℃; for 40h; pH=4.0;

DOI:10.1021/jm000975u

Reference yield:

1-(3,5-Di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-(1,2,4-triazol-1-yl)-2(1H)-pyrimidinone (109025-52-7) → 1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one 5'-monophosphate (2277-58-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / HONH₂*HCl; pyridine / 12 h / 20 °C

2: 81 percent / NH₃ / methanol / 12 h / 20 °C

3: 70 percent / p-nitrophenyl phosphate; wheat shoot nucleoside phosphotransferase / acetate buffer / 40 h / 37 °C / pH 4.0

With pyridine; tris(p-nitrophenyl)phosphate; wheat shoot nucleoside phosphotransferase; hydroxylamine hydrochloride; ammonia; In methanol; acetate buffer;

DOI:10.1021/jm000975u

Reference yield:

3',5'-di-O-acetyl-2'-deoxyuridine (13030-62-1) → 1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one 5'-monophosphate (2277-58-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: POCl₃ / acetonitrile / 0.17 h / 0 °C

1.2: Et₃N / acetonitrile / 0.33 h / 0 °C

1.3: 91 percent / acetonitrile / 20 °C

2.1: 86 percent / HONH₂*HCl; pyridine / 12 h / 20 °C

3.1: 81 percent / NH₃ / methanol / 12 h / 20 °C

4.1: 70 percent / p-nitrophenyl phosphate; wheat shoot nucleoside phosphotransferase / acetate buffer / 40 h / 37 °C / pH 4.0

With pyridine; tris(p-nitrophenyl)phosphate; wheat shoot nucleoside phosphotransferase; hydroxylamine hydrochloride; ammonia; trichlorophosphate; In methanol; acetate buffer; acetonitrile;

DOI:10.1021/jm000975u

upstream raw materials:

1-(β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one

1-(3,5-Di-O-acetyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-(1,2,4-triazol-1-yl)-2(1H)-pyrimidinone

3',5'-di-O-acetyl-2'-deoxyuridine

1-(3,5-di-O-acetyl-β-D-2-deoxyribofuranosyl)-4-hydroxyaminopyrimidin-2(1H)-one

Refernces