(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

Base Information

Chemical Name:(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde
CAS No.:192652-90-7
Molecular Formula:C₂₇H₃₀N₂O₇
Molecular Weight:494.544
Hs Code.:

Synonyms:(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

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Chemical Property of (2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

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Technology Process of (2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

There total 7 articles about (2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde 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: 100.0%

: 1-[(2R,4S,5S)-5-Benzyloxymethyl-4-(3-phenyl-oxiranyl)-tetrahydro-furan-2-yl]-3-(4-methoxy-benzyloxymethyl)-5-methyl-1H-pyrimidine-2,4-dione

: 192652-90-7
(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

Guidance literature:: With sodium periodate; In 1,4-dioxane; water; for 2h;
DOI:10.1016/S0960-894X(97)00270-9

Reference yield:

: 100-39-0
benzyl bromide

: 192652-90-7
(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 99 percent / NaH, Bu₄NI / tetrahydrofuran / 36 h / 0 - 20 °C

2: 93 percent / OsO₄, NMO / acetone; H₂O / 0.5 h / Ambient temperature

3: 100 percent / NaIO₄ / dioxane; H₂O / 2 h

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; 1,4-dioxane; water; acetone;
DOI:10.1016/S0960-894X(97)00270-9

Reference yield:

: 88023-78-3
para-methoxybenzyl chloride

: 192652-90-7
(2S,3S,5R)-2-Benzyloxymethyl-5-[3-(4-methoxy-benzyloxymethyl)-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-tetrahydro-furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / DBU / acetonitrile / 1 h / 0 °C

2: 100 percent / Bu₄NF / tetrahydrofuran / 0.5 h / 0 - 20 °C

3: 99 percent / NaH, Bu₄NI / tetrahydrofuran / 36 h / 0 - 20 °C

4: 93 percent / OsO₄, NMO / acetone; H₂O / 0.5 h / Ambient temperature

5: 100 percent / NaIO₄ / dioxane; H₂O / 2 h

With sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1,4-dioxane; water; acetone; acetonitrile;
DOI:10.1016/S0960-894X(97)00270-9