2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

Base Information

Chemical Name:2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester
CAS No.:175354-47-9
Molecular Formula:C₃₃H₃₁N₃O₁₁
Molecular Weight:645.623
Hs Code.:

2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

Synonyms:2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

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Chemical Property of 2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

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Technology Process of 2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

There total 4 articles about 2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester 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: 73.0%

: 175354-46-8
2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-methoxy-2-oxo-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

: 175354-47-9
2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

Guidance literature:: With trifluoroacetic acid; In tetrahydrofuran; Heating;
DOI:10.1021/ja9537336

Reference yield:

: 72594-95-7
N-(benzyloxycarbonyl)-2-aminomalonic acid dibenzyl ester

: 175354-47-9
2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / (dibenzylideneacetone)3Pd₂*CHCl₃, Ph₃P, Cs₂CO₃ / acetonitrile / Ambient temperature

2: 91 percent / OsO₄, NMO / toluene; H₂O; CH₂Cl₂ / Ambient temperature

3: 73 percent / aq. CF₃CO₂H / tetrahydrofuran / Heating

With osmium(VIII) oxide; N-methyl-2-indolinone; Pd₂(dibenzylideneacetone)2*CHCl₃; caesium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ja9537336

Reference yield:

: 175354-44-6
Benzoic acid (2R,5R)-5-(4-methoxy-2-oxo-2H-pyrimidin-1-yl)-2,5-dihydro-furan-2-yl ester

: 175354-47-9
2-Benzyloxycarbonylamino-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-malonic acid dibenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / (dibenzylideneacetone)3Pd₂*CHCl₃, Ph₃P, Cs₂CO₃ / acetonitrile / Ambient temperature

2: 91 percent / OsO₄, NMO / toluene; H₂O; CH₂Cl₂ / Ambient temperature

3: 73 percent / aq. CF₃CO₂H / tetrahydrofuran / Heating

With osmium(VIII) oxide; N-methyl-2-indolinone; Pd₂(dibenzylideneacetone)2*CHCl₃; caesium carbonate; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; toluene; acetonitrile;
DOI:10.1021/ja9537336