benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester
CAS No.:1026980-17-5
Molecular Formula:C₂₂H₂₀N₄O₆
Molecular Weight:436.424
Hs Code.:

benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5<i>H</i>-pyrido[2,3-<i>d</i>]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

Synonyms:benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

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Technology Process of benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

There total 6 articles about benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl 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:

: 306960-22-5
di-O-acetyl-1,2-O-benzoyl-5-desoxy-3-methylidene-3-β-D-erythro-pentofurannose

: 306960-30-5
4-aminopyrido[2,3-d]pyrimidin-5(8H)-one

: benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-1-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

: 1026980-17-5
benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: 4-aminopyrido[2,3-d]pyrimidin-5(8H)-one; With N,O-bis-(trimethylsilyl)-acetamide; In 1,2-dichloro-ethane; at 75 ℃; for 2h;

di-O-acetyl-1,2-O-benzoyl-5-desoxy-3-methylidene-3-β-D-erythro-pentofurannose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 72h; Further stages.; Heating;
DOI:10.1021/jm000073t

Reference yield:

: 59896-02-5
((3aR,5S,6aR)-2,2-dimethyl-6-methylenetetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

: 1026980-17-5
benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: TFA; H₂O / 2.5 h / -10 - 0 °C

2.1: pyridine / 20 °C

3.1: N,O-bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 2 h / 75 °C

3.2: trimethylsilyl triflate / 1,2-dichloro-ethane / 72 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; water; trifluoroacetic acid; In 1,2-dichloro-ethane; 3.2: Vorbrueggen reaction;
DOI:10.1021/jm000073t

Reference yield:

: 6698-46-0
5-O-benzoyl-1,2-O-isopropylidene-α-D-ribofuranos-3-ulose

: 1026980-17-5
benzoic acid 4-acetoxy-5-(4-amino-5-oxo-5H-pyrido[2,3-d]pyrimidin-8-yl)-3-methylene-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium tert-pentoxide / benzene; diethyl ether / 20 °C

1.2: 47 percent / benzene; diethyl ether / 24 h / 20 °C

2.1: TFA; H₂O / 2.5 h / -10 - 0 °C

3.1: pyridine / 20 °C

4.1: N,O-bis(trimethylsilyl)acetamide / 1,2-dichloro-ethane / 2 h / 75 °C

4.2: trimethylsilyl triflate / 1,2-dichloro-ethane / 72 h / Heating

With pyridine; N,O-bis-(trimethylsilyl)-acetamide; water; sodium tert-pentoxide; trifluoroacetic acid; In diethyl ether; 1,2-dichloro-ethane; benzene; 1.2: Wittig reaction / 4.2: Vorbrueggen reaction;
DOI:10.1021/jm000073t