3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

Base Information

Chemical Name:3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester
CAS No.:246538-35-2
Molecular Formula:C₄₃H₄₅N₃O₁₀
Molecular Weight:763.844
Hs Code.:

3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

Synonyms:3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

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Chemical Property of 3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

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Technology Process of 3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

There total 5 articles about 3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl 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: 91.0%

: 40615-36-9
4,4'-dimethoxytrityl chloride

: 246538-18-1
3'-C-carbobenzyloxyamino-3'-deoxy-5'(R,S)-C-ethoxycarbonylmethylthymidine

: 246538-35-2
3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

Guidance literature:: With silver nitrate; In pyridine; at 55 ℃; for 34h;
DOI:10.1080/15257770008033851

Reference yield:

: 52450-18-7
3'-amino-3'-deoxythymidine

: 246538-35-2
3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

2.1: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

3.1: Zn powder / tetrahydrofuran / 0.5 h / 45 °C

3.2: 61.9 percent / tetrahydrofuran / 20 h / 42 - 45 °C

4.1: 91 percent / AgNO₃ / pyridine / 34 h / 55 °C

With sodium carbonate; silver nitrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; diethyl ether; water; 1.1: Acylation / 2.1: Oxidation / 3.1: Metallation / 3.2: Reformatsky reaction / 4.1: tritylation;
DOI:10.1080/15257770008033851

Reference yield:

: 30516-87-1,399024-19-2
3'-azido-2',3'-deoxythymidine

: 246538-35-2
3-[(2S,3S,5R)-3-Benzyloxycarbonylamino-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-yl]-3-[bis-(4-methoxy-phenyl)-phenyl-methoxy]-propionic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: H₂ / Pd/C / methanol / 4 h / 20 °C / 2844.31 Torr

2.1: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

3.1: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

4.1: Zn powder / tetrahydrofuran / 0.5 h / 45 °C

4.2: 61.9 percent / tetrahydrofuran / 20 h / 42 - 45 °C

5.1: 91 percent / AgNO₃ / pyridine / 34 h / 55 °C

With hydrogen; sodium carbonate; silver nitrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; water; 1.1: Reduction / 2.1: Acylation / 3.1: Oxidation / 4.1: Metallation / 4.2: Reformatsky reaction / 5.1: tritylation;
DOI:10.1080/15257770008033851