methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate

Base Information

• Chemical Name: methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate
• CAS No.: 128745-71-1
• Molecular Formula: C₂₄H₂₄O₈
• Molecular Weight: 440.45
• Mol file: 128745-71-1.mol

Synonyms:methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate

Chemical Property of methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate

There total 3 articles about methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate 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: 91.0%

methanol (67-56-1) + 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyric acid (128745-69-7) → methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate (128745-71-1)

Guidance literature:

With hydrogenchloride; for 12h; Ambient temperature;

Reference yield:

methyl hydrogen succinate (3878-55-5) + C33H35NO11 → methyl 4-(3,5-di-O-benzoyl-2-deoxy-β-D-erythro-pentofuranosyl)-4-oxobutyrate (128745-70-0) + methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate (128745-71-1)

Guidance literature:

With (1,2-dimethoxyethane)dichloronickel(II); 4,4'-Dimethoxy-2,2'-bipyridin; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; diethyl dicarbonate; In 1,4-dioxane; at 90 ℃; for 10h; Overall yield = 56 percent; Irradiation;

DOI:10.1039/d1sc03596g

Reference yield:

4-(3,5-di-O-benzoyl-1,4-anhydro-2-deoxy-D-erythro-pent-1-enofuranosyl)-4-oxo-2-butenoic acid (109930-06-5) → methyl 4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyrate (128745-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / H₂ / 10percent Pd-C / tetrahydrofuran; methanol / 12 h / 760 Torr

2: 91 percent / HCl / 12 h / Ambient temperature

With hydrogenchloride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; methanol;

upstream raw materials:

methanol

4-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4-oxobutyric acid

4-(3,5-di-O-benzoyl-1,4-anhydro-2-deoxy-D-erythro-pent-1-enofuranosyl)-4-oxo-2-butenoic acid

methyl hydrogen succinate

Downstream raw materials:

3-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)-4,5-dihydropyridazin-6(1H)-one

3-(3,5-di-O-benzoyl-2-deoxy-α-D-erythro-pentofuranosyl)pyridazin-6(1H)-one