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

Base Information

Chemical Name:methyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate
CAS No.:208999-74-0
Molecular Formula:C₃₄H₃₁NO₁₂
Molecular Weight:645.62
Hs Code.:

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

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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

There total 5 articles about methyl 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: 85.0%

: 17640-15-2
methyl cyanoformate

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

: 208999-74-0
methyl 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 96h;
DOI:10.1016/S0040-4020(99)00595-5

Reference yield: 70.0%

: 17640-15-2
methyl cyanoformate

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

: 208999-74-0
methyl 2-amino-3-ethoxycarbonyl-4-oxo-4-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-butenoate

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

Guidance literature:: With tin(IV) chloride; In dichloromethane; at 20 ℃; for 0.25h; 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

: 208999-74-0
methyl 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: 85 percent / Ni(acac)2 / CH₂Cl₂ / 96 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