4-aminophenylribofuranoside 3-(ribit-5-yl phosphate)

Base Information

• Chemical Name: 4-aminophenylribofuranoside 3-(ribit-5-yl phosphate)
• CAS No.: 104826-49-5
• Molecular Formula: C₁₆H₂₆NO₁₂P
• Molecular Weight: 455.356
• Mol file: 104826-49-5.mol

Synonyms:4-aminophenylribofuranoside 3-(ribit-5-yl phosphate)

Chemical Property of 4-aminophenylribofuranoside 3-(ribit-5-yl phosphate)

Chemical Property:

• Vapor Pressure: 3.06E-30mmHg at 25°C
• Boiling Point: 843.7°Cat760mmHg
• Flash Point: 464°C
• PSA: 231.43000
• Density: 1.65g/cm³
• LogP: -2.11590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-aminophenylribofuranoside 3-(ribit-5-yl phosphate)

There total 9 articles about 4-aminophenylribofuranoside 3-(ribit-5-yl phosphate) 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:

(3R,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol (55726-00-6,72521-12-1,72521-13-2,72521-20-1,72521-21-2,72521-22-3,131285-09-1,131285-24-0) → p-aminophenyl β-D-ribofuranoside 3-(D-ribit-5-yl phosphate) (104826-49-5)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium borohydride / CH₂Cl₂; methanol / 4 h / Ambient temperature

2: sodium hydride / dimethylformamide / 18 h / 0 °C

3: 80percent acetic acid / H₂O / 60 °C

4: 98 percent / pyridine / CHCl₃ / 2 h

5: 1.) zinc powder, acetic acid, 2.) 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl) / 1.) pyridine, 35 deg C, 2.) pyridine, RT, 10 h

With pyridine; sodium tetrahydroborate; 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl); sodium hydride; acetic acid; zinc; In methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(86)80023-4

Reference yield:

1-O-(p-Nitrophenyl)-β-D-ribofuranoside (59495-69-1) → p-aminophenyl β-D-ribofuranoside 3-(D-ribit-5-yl phosphate) (104826-49-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / pyridine / RT, 20 h, 50 deg C, 1 h

2: 59 percent / tetrabutylammonium hydrogensulfate, 5percent NaOH / CH₂Cl₂; H₂O / 20 h / Heating

3: 1.) zinc powder, acetic acid, 2.) 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl) / 1.) pyridine, 35 deg C, 2.) pyridine, RT, 10 h

With pyridine; sodium hydroxide; 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl); tetra(n-butyl)ammonium hydrogensulfate; acetic acid; zinc; In dichloromethane; water;

DOI:10.1016/0008-6215(86)80023-4

Reference yield:

1,2,3,4-Tetra-O-benzyl-D-ribitol (104972-91-0) → p-aminophenyl β-D-ribofuranoside 3-(D-ribit-5-yl phosphate) (104826-49-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine / CHCl₃ / 2 h

2: 1.) zinc powder, acetic acid, 2.) 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl) / 1.) pyridine, 35 deg C, 2.) pyridine, RT, 10 h

With pyridine; 3-nitro-1-(2,4,6-tri-isopropylbenzenesulfonyl); acetic acid; zinc; In chloroform;

DOI:10.1016/0008-6215(86)80023-4

upstream raw materials:

p-nitrophenyl 2-O-benzyl-5-O-triphenylmethyl-β-D-ribofuranoside 3-(2-chlorophenyl 1,2,3,4-tetra-O-benzyl-D-ribit-5-yl phosphate)

(3R,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol

1-O-(p-Nitrophenyl)-β-D-ribofuranoside

1,2,3,4-Tetra-O-benzyl-D-ribitol