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

Base Information

• Chemical Name: ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate
• CAS No.: 421553-97-1
• Molecular Formula: C₃₁H₃₅NO₆
• Molecular Weight: 517.622
• Mol file: 421553-97-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 2 articles about ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate 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: 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: 89.0%

2,5-anhydro-3,4,6-tri-O-benzyl-D-allononitrile (52492-43-0,52492-44-1,82267-01-4,82267-02-5,139189-60-9) + ethyl bromoacetate (105-36-2) → ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate (421553-97-1)

Guidance literature:

With zinc; In tetrahydrofuran; Heating;

DOI:10.1002/1522-2675(200210)85:10<3331::AID-HLCA3331>3.0.CO;2-X

Reference yield: 49.0%

ethyl 2-benzylidene acetoacetate (620-80-4) + ethyl 3-amino-3-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)propenoate (421553-97-1) → diethyl (4R)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate (421554-03-2) + diethyl (4S)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-1,4-dihydro-6-methyl-4-phenylpyridine-3,5-dicarboxylate (421554-04-3)

Guidance literature:

With 4 A molecular sieve; acetic acid; In toluene; at 120 ℃; for 12h;

DOI:10.1002/1522-2675(200210)85:10<3331::AID-HLCA3331>3.0.CO;2-X

upstream raw materials:

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

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

ethyl bromoacetate

Downstream raw materials:

diethyl (4R)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

diethyl (4S)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-1,4-dihydro-6-methyl-4-phenylpyridine-3,5-dicarboxylate

diethyl (4S)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-1,4-dihydro-6-methyl-4-[2-(trifluoromethyl)phenyl]pyridine-3,5-dicarboxylate

diethyl (4R)-2-(2',3',5'-tri-O-benzyl-β-D-ribofuranosyl)-1,4-dihydro-6-methyl-4-[2-(trifluoromethyl)phenyl]pyridine-3,5-dicarboxylate