[(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate

Base Information

Chemical Name:[(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate
CAS No.:154230-39-4
Molecular Formula:C25H26N2O7
Molecular Weight:466.491
Hs Code.:
DSSTox Substance ID:DTXSID30439849
Wikidata:Q82255944
Mol file:154230-39-4.mol

Synonyms:154230-39-4;CTK0B1030;[(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate;DTXSID30439849

Suppliers and Price of [(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 3 raw suppliers

Chemical Property of [(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate

Chemical Property:

XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:9
Exact Mass:466.17400117
Heavy Atom Count:34
Complexity:773

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=CN(C(=O)N(C1=O)COCC2=CC=CC=C2)C3CC(C(O3)CO)OC(=O)C4=CC=CC=C4
Isomeric SMILES:CC1=CN(C(=O)N(C1=O)COCC2=CC=CC=C2)[C@H]3C[C@@H]([C@H](O3)CO)OC(=O)C4=CC=CC=C4

Technology Process of [(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate

There total 4 articles about [(2R,3S,5R)-2-(hydroxymethyl)-5-[5-methyl-2,4-dioxo-3-(phenylmethoxymethyl)pyrimidin-1-yl]oxolan-3-yl] benzoate 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: 97.0%

: 154230-38-3
(2R,3S,5R)-benzoic acid 5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester

: 154230-39-4
(2R,3S,5R)-benzoic acid 5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; at 23 ℃;
DOI:10.1021/jo00081a003

Reference yield:

: 3587-60-8
Benzyloxymethyl chloride

: 154230-39-4
(2R,3S,5R)-benzoic acid 5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / (i-Pr)2NEt / CH₂Cl₂ / 23 °C

2: 87 percent / Et₃N / CH₂Cl₂ / 23 °C

3: 97 percent / HF-pyridine / tetrahydrofuran / 23 °C

With pyridine hydrogenfluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00081a003

Reference yield:

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 154230-39-4
(2R,3S,5R)-benzoic acid 5-(3-benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-hydroxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / (i-Pr)2NEt / CH₂Cl₂ / 23 °C

2: 87 percent / Et₃N / CH₂Cl₂ / 23 °C

3: 97 percent / HF-pyridine / tetrahydrofuran / 23 °C

With pyridine hydrogenfluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00081a003