ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate

Base Information

• Chemical Name: ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate
• CAS No.: 359017-30-4
• Molecular Formula: C₃₁H₃₄O₇
• Molecular Weight: 518.607
• Mol file: 359017-30-4.mol

Synonyms:ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate

Chemical Property of ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate

There total 1 articles about ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate 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: 75.0%

diazoacetic acid ethyl ester (623-73-4) + 2,5-anhydro-3,4,6-tri-O-benzyl-aldehydo-D-altrohexofuranose (37699-02-8) → ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate (359017-30-4)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(01)00769-9

Reference yield: 95.0%

ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate (359017-30-4) → ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate (421553-97-1)

Guidance literature:

DOI:10.1055/s-2002-19321

Reference yield: 92.0%

benzaldehyde (100-52-7) + urea (57-13-6) + ethyl 3-oxo-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propanoate (359017-30-4) → 6-((2S,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-oxo-4-phenyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester

Guidance literature:

With boron trifluoride diethyl etherate; acetic acid; copper(l) chloride; at 65 ℃; for 24h;

DOI:10.1016/S0040-4039(01)00769-9

upstream raw materials:

diazoacetic acid ethyl ester

2,5-anhydro-3,4,6-tri-O-benzyl-aldehydo-D-altrohexofuranose

Downstream raw materials:

ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate

(4R)-6-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester

(4S)-6-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester

(4R)-6-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-4-(3-hydroxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester