(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole

Base Information

Chemical Name:(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole
CAS No.:681490-93-7
Molecular Formula:C7H8ClN3O3
Molecular Weight:217.612
Hs Code.:
DSSTox Substance ID:DTXSID80439995
Wikidata:Q82256125
Mol file:681490-93-7.mol

Synonyms:681490-93-7;(R)-2-chloro-1-((2-methyloxiran-2-yl)methyl)-4-nitro-1H-imidazole;(R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole;1H-Imidazole, 2-chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-;2-chloro-1-[[(2R)-2-methyloxiran-2-yl]methyl]-4-nitroimidazole;(R)-2-chloro-1-{(2-methyloxiran-2-yl)methyl}-4-nitro-1H-imidazole;starbld0006351;2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole;SCHEMBL59287;DTXSID80439995;AKOS030255012;E85546;(R)-2-chloro-1-(2-methyloxiranylmethyl)-4-nitroimidazole;(R)-2-chloro-4-nitro-1-(2-methyl-2-oxiranylmethyl)imidazole;2-chloro-1-[(2R)-2-methyl-2,3-epoxypropyl]-4-nitroimidazole

Suppliers and Price of (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole

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
2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole
100mg
$ 1925.00

TRC
2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole
25mg
$ 635.00

Medical Isotopes, Inc.
2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole
100 mg
$ 2750.00

Total 12 raw suppliers

Chemical Property of (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole

Chemical Property:

Melting Point:72-73 °C
Boiling Point:393.9±38.0 °C(Predicted)
PKA:-2.55±0.60(Predicted)
PSA：76.17000
Density:1.68±0.1 g/cm3(Predicted)
LogP:1.75680
Solubility.:Chloroform, DCM
XLogP3:0.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:217.0254188
Heavy Atom Count:14
Complexity:259

Purity/Quality:

99%, ^*data from raw suppliers

2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1(CO1)CN2C=C(N=C2Cl)[N+](=O)[O-]
Isomeric SMILES:C[C@]1(CO1)CN2C=C(N=C2Cl)[N+](=O)[O-]
Uses 2-Chloro-1-[[(2R)-2-methyloxiranyl]methyl]-4-nitro-1H-imidazole is an intermediate in the synthesis of Delamanid (D230660), a novel anti-tuberculosis medication that inhibits mycolic acid synthesis and shows potent in-vitro and in-vivo activity against drug-resistant strains of Mycobacterium tuberculosis.

Technology Process of (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole

There total 4 articles about (R)-2-chloro-1-(2-methyloxiran-2-ylmethyl)-4-nitroimidazole 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: 64.1%

: 683276-63-3
[(2S)-2-methyloxiran-2-yl]methyl 4-nitrobenzene-1-sulfonate

: 57531-37-0
2-chloro-4-nitro-1H-imidazole

: 681490-93-7
2-chloro-1-{[(2R)-2-methyloxiran-2-yl]methyl}-4-nitro-1H-imidazole

Guidance literature:: With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 20 - 50 ℃; for 9h;

Reference yield:

: 681490-92-6
(R)-3-(2-chloro-4-nitro-1H-imidazol-1-yl)-2-hydroxy-2-methylpropylmethanesulfonate

: 681490-93-7
2-chloro-1-{[(2R)-2-methyloxiran-2-yl]methyl}-4-nitro-1H-imidazole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate; at 20 ℃; for 2h;
DOI:10.1021/jm060957y

Reference yield:

: 681490-91-5
(R)-2-chloro-1-(2,3-dihydroxy-2-methyl)-propyl-4-nitroimidazole

: 681490-93-7
2-chloro-1-{[(2R)-2-methyloxiran-2-yl]methyl}-4-nitro-1H-imidazole

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / 2.5 h / 15 °C

2: 6.93 g / DBU / ethyl acetate / 2 h / 20 °C

With pyridine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In ethyl acetate;
DOI:10.1021/jm060957y