3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

Base Information

Chemical Name:3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid
CAS No.:192564-26-4
Molecular Formula:C₃₆H₄₂N₂O₇Si
Molecular Weight:642.824
Hs Code.:

3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

Synonyms:3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

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Chemical Property of 3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

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Technology Process of 3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

There total 5 articles about 3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid 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: 92.0%

: 188198-21-2
3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid methyl ester

: 192564-26-4
3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; water; for 2h; Ambient temperature;
DOI:10.1016/S0960-894X(97)00269-2

Reference yield:

: 83467-48-5
1-[(2R,4S,5R)-4-(tert-butyldiphenylsilanyloxy)-5-hydroxymethyltetrahydrofuran-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 192564-26-4
3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / DCC, pyridinium trifluoroacetate, DMSO / 2 h / Ambient temperature

2: 90 percent / CH₂Cl₂ / 1.5 h / 0 °C

3: 94 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

4: 100 percent / DBU / acetonitrile / 24 h / 0 - 20 °C

5: 92 percent / LiOH / tetrahydrofuran; H₂O / 2 h / Ambient temperature

With lithium hydroxide; hydrogen; pyridinium trifluroacetate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/S0960-894X(97)00269-2

Reference yield:

: (E)-3-[(2R,3S,5R)-3-(tert-Butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-acrylic acid methyl ester

: 192564-26-4
3-[(2R,3S,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-(tert-butyl-diphenyl-silanyloxy)-tetrahydro-furan-2-yl]-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / H₂ / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

2: 100 percent / DBU / acetonitrile / 24 h / 0 - 20 °C

3: 92 percent / LiOH / tetrahydrofuran; H₂O / 2 h / Ambient temperature

With lithium hydroxide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In tetrahydrofuran; methanol; water; acetonitrile;
DOI:10.1016/S0960-894X(97)00269-2