1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil

Base Information

Chemical Name:1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil
CAS No.:127517-38-8
Molecular Formula:C₁₀H₁₃N₅O₄
Molecular Weight:267.244
Hs Code.:
DSSTox Substance ID:DTXSID90155593
Nikkaji Number:J325.489E
Wikidata:Q83023526
ChEMBL ID:CHEMBL300107
Mol file:127517-38-8.mol

Synonyms:1-methyl-5-(3-azido-2,3-dideoxy-beta-D-erythro-pentofuranosyl)uracil;1-methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil;C-AZT

Suppliers and Price of 1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil

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 4 raw suppliers

Chemical Property of 1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil

Chemical Property:

Boiling Point:°Cat760mmHg
Flash Point:°C
PSA：134.33000
Density:g/cm³
LogP:-0.56014
XLogP3:-0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:3
Exact Mass:267.09675391
Heavy Atom Count:19
Complexity:484

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

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CN1C=C(C(=O)NC1=O)C2CC(C(O2)CO)N=[N+]=[N-]
Isomeric SMILES:CN1C=C(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)CO)N=[N+]=[N-]

Technology Process of 1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil

There total 6 articles about 1-Methyl-5-(3-azido-2,3-dideoxy-beta-pentofuranosyl)uracil 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%

: 127517-37-7
3'-azido-2',3'-dideoxy-5'-O-trityl-1-methylpseudouridine

: 127517-38-8
3'-azido-2',3'-dideoxy-1-methylpseudouridine

Guidance literature:: With acetic acid; Ambient temperature;
DOI:10.1021/jm00169a030

Reference yield:

: 65358-15-8
Pseudothymidine

: 127517-38-8
3'-azido-2',3'-dideoxy-1-methylpseudouridine

Guidance literature:: Multi-step reaction with 6 steps

1: 89.6 percent / pyridine / 72 h / Ambient temperature

2: 82 percent / CrO₃-pyridine-Ac₂O / CH₂Cl₂ / 1 h / Ambient temperature

3: 75 mg / NaBH₄ / ethanol / 2 h / 0 °C

4: 86 percent / pyridine / 1.) 0 deg C, 2 h, 2.) RT, 2 h

5: 68 percent / LiN₃ / hexamethylphosphoric acid triamide / Ambient temperature

6: 91 percent / 80percent AcOH / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium azide; CrO₃*pyridine*acetic anhydride; acetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane;
DOI:10.1021/jm00169a030

Reference yield:

: 127517-34-4
1-methyl-5-(2-deoxy-5-O-trityl-β-D-glycero-pentofuranos-3-ulosyl)uracil

: 127517-38-8
3'-azido-2',3'-dideoxy-1-methylpseudouridine

Guidance literature:: Multi-step reaction with 4 steps

1: 75 mg / NaBH₄ / ethanol / 2 h / 0 °C

2: 86 percent / pyridine / 1.) 0 deg C, 2 h, 2.) RT, 2 h

3: 68 percent / LiN₃ / hexamethylphosphoric acid triamide / Ambient temperature

4: 91 percent / 80percent AcOH / Ambient temperature

With pyridine; sodium tetrahydroborate; lithium azide; acetic acid; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol;
DOI:10.1021/jm00169a030