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

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 methyl ester
CAS No.:188198-21-2
Molecular Formula:C₃₇H₄₄N₂O₇Si
Molecular Weight:656.851
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 methyl ester

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 methyl ester

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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 methyl ester

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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 methyl ester

There total 4 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 methyl 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: 100.0%

: 3587-60-8
Benzyloxymethyl chloride

: 146557-86-0
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]-propionic acid methyl ester

: 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

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 - 20 ℃; for 24h;
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

: 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

Guidance literature:: Multi-step reaction with 4 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

With hydrogen; pyridinium trifluroacetate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; 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

: 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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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