5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile

Base Information

Chemical Name:5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile
CAS No.:147212-83-7
Molecular Formula:C₂₉H₅₃N₃O₄Si₃
Molecular Weight:592.014
Hs Code.:
Mol file:147212-83-7.mol

Synonyms:5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile;5-Ethynyl-1-[2,3,5-tris-O-[(1,1-diMethylethyl)diMethylsilyl]-β-D-ribofuranosyl]-1H-iMidazole-4-carbonitrile;5-Ethynyl-1-(2',3',5'-tri-O-TBDMS-β-D-ribofuranosyl)-imidazo-4-carbonitrile

Suppliers and Price of 5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile

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

TRC
5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo-4-carbonitrile
5mg
$ 145.00

TRC
5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo-4-carbonitrile
2mg
$ 85.00

American Custom Chemicals Corporation
1-(2',3',5'-TRI-O-TERT-BUTYLDIMETHYLSILYL-BETA-D-RIBOFURANOSYL)-5-ETHYNYLIMIDAZO-4-CARBONITRILE 95.00%
5MG
$ 500.47

Total 4 raw suppliers

Chemical Property of 5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile

Chemical Property:

Melting Point:94-96°C
PSA：78.53000
LogP:7.43608
Solubility.:Dichlormethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo-4-carbonitrile ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Uses 5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazo-4-carbonitrile (cas# 147212-83-7) is a compound useful in organic synthesis.

Technology Process of 5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile

There total 8 articles about 5-Ethynyl-1-(2’,3’,5’-tri-O-tert-butyldimethylsilyl--D-ribofuranosyl)-imidazo-4-carbonitrile 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: 83.0%

: 126004-13-5
5-ethynyl-1-β-D-ribofuranosylimidazole-4-carbonitrile

: 18162-48-6
tert-butyldimethylsilyl chloride

: 147212-83-7
5-ethynyl-1-(2,3,5-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1016/S0040-4039(00)61646-5

Reference yield:

: 886227-20-9
5-iodo-1-[2',3',5'-O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl]imidazole-4-carbonitrile

: 1066-54-2
trimethylsilylacetylene

: 5-[2-(trimethylsilyl)ethinyl]-1-[2',3',5'-O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl]imidazole-4-carbonitrile

: 147212-83-7
5-ethynyl-1-(2,3,5-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: With bis(benzonitrile)palladium(II) dichloride; triethylamine; In acetonitrile; at 110 ℃; for 20h; Title compound not separated from byproducts;
DOI:10.1021/ja0588454

Reference yield:

: 886227-19-6
5-amino-1-[2',3',5'-O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl]imidazole-4-carbonitrile

: 147212-83-7
5-ethynyl-1-(2,3,5-tri-O-tert-butyldimethylsilyl-β-D-ribofuranosyl)imidazole-4-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / diiodomethane; isoamyl nitrite / 0.75 h / 100 °C

2: Pd(PhCN)2Cl₂; Et₃N / acetonitrile / 20 h / 110 °C

With bis(benzonitrile)palladium(II) dichloride; diiodomethane; triethylamine; isopentyl nitrite; In acetonitrile;
DOI:10.1021/ja0588454