3-Benzyloxymethyl-5-methyluridine

Base Information

Chemical Name:3-Benzyloxymethyl-5-methyluridine
CAS No.:165381-68-0
Molecular Formula:C18H22N2O7
Molecular Weight:378.382
Hs Code.:
DSSTox Substance ID:DTXSID10452814
Nikkaji Number:J1.260.797K
Wikidata:Q82273655
Mol file:165381-68-0.mol

Synonyms:3-Benzyloxymethyl-5-methyluridine;165381-68-0;SCHEMBL4660487;DTXSID10452814;HMCPKVKDIXXTEF-KCYZZUKISA-N;3-(Benzyloxymethyl)-5-methyluridine

Suppliers and Price of 3-Benzyloxymethyl-5-methyluridine

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
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price

Total 0 raw suppliers

Chemical Property of 3-Benzyloxymethyl-5-methyluridine

Chemical Property:

XLogP3:-0.3
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:6
Exact Mass:378.14270105
Heavy Atom Count:27
Complexity:590

Purity/Quality:

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)C3C(C(C(O3)CO)O)O
Isomeric SMILES:CC1=CN(C(=O)N(C1=O)COCC2=CC=CC=C2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O

Technology Process of 3-Benzyloxymethyl-5-methyluridine

There total 1 articles about 3-Benzyloxymethyl-5-methyluridine 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:

: benzyl-chloromethyl ether

: 1463-10-1,642082-80-2
5-Methyluridine

: 165381-68-0
N³-benzyloxymethyl-5-methyluridine

Guidance literature:: In N,N-dimethyl-formamide;

Reference yield: 74.0%

: 96-32-2
bromoacetic acid methyl ester

: 165381-68-0
N³-benzyloxymethyl-5-methyluridine

: 304442-32-8
N³-benzyloxymethyl-2'-O-(2-methoxy-2-oxoethyl)-5-methyluridine

: [(2R,3S,4R,5R)-5-(3-Benzyloxymethyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-2-hydroxymethyl-tetrahydro-furan-3-yloxy]-acetic acid methyl ester

Guidance literature:: N³-benzyloxymethyl-5-methyluridine; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

bromoacetic acid methyl ester; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/ol027131k

Reference yield:

: 165381-68-0
N³-benzyloxymethyl-5-methyluridine

: Succinic acid mono-[(2R,3R,4R,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-dimethylcarbamoylmethoxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl] ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide; various solvent(s) / 1 h / 20 °C

1.2: 74 percent / dimethylformamide; various solvent(s) / 16 h / 20 °C

2.1: hydrogen / Pd on carbon / methanol / 16 h / 1551.49 Torr

2.2: 95 percent / Et₃N / methanol / 2 h / Heating

3.1: 59 percent / dimethylaminopyridine / pyridine / 12 h

4.1: 95 percent / tetrahydrofuran / 18 h / 20 °C

5.1: 96 percent / DMAP; triethyl amine / 1,2-dichloro-ethane / 20 °C

With dmap; hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol027131k