benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

Base Information

Chemical Name:benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate
CAS No.:246164-19-2
Molecular Formula:C₄₀H₃₅NO₁₂
Molecular Weight:721.717
Hs Code.:

Synonyms:benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

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Chemical Property of benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

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Technology Process of benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

There total 5 articles about benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate 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%

: 5532-86-5
benzyl cyanoformate

: 208999-73-9
ethyl 3-oxo-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-propanoate

: 246164-19-2
benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

Guidance literature:: With bis(acetylacetonate)nickel(II); In dichloromethane; at 20 ℃; for 168h;
DOI:10.1016/S0040-4020(99)00595-5

Reference yield: 66.0%

: 5532-86-5
benzyl cyanoformate

: 208999-73-9
ethyl 3-oxo-3-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-propanoate

: (E)-2-Amino-3-(5-benzoyloxymethyl-furan-2-carbonyl)-but-2-enedioic acid 1-benzyl ester 4-ethyl ester

: 246164-19-2
benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 20 ℃; for 2.5h; Further Variations:; Reagents; reaction time; Product distribution;
DOI:10.1016/S0040-4020(99)00595-5

Reference yield:

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 246164-19-2
benzyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*Et₂O / acetonitrile / 0.05 h / 20 °C

2: 69 percent / Zn / tetrahydrofuran / 0.67 h / Heating

3: aq. HCl / tetrahydrofuran / 6 h / 20 °C

4: 75 percent / Ni(acac)2 / CH₂Cl₂ / 168 h / 20 °C

With hydrogenchloride; bis(acetylacetonate)nickel(II); boron trifluoride diethyl etherate; zinc; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Substitution / 2: Blaise reaction / 3: Hydrolysis / 4: Addition;
DOI:10.1016/S0040-4020(99)00595-5