(4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one

Base Information

Chemical Name:(4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one
CAS No.:342621-26-5
Molecular Formula:C₁₄H₉ClF₃NO₃
Molecular Weight:331.679
Hs Code.:
DSSTox Substance ID:DTXSID201111406
Nikkaji Number:J1.525.085B
ChEMBL ID:CHEMBL348180
Mol file:342621-26-5.mol

Synonyms:342621-26-5;(4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one;CHEMBL348180;DTXSID201111406;(S)-6-Chloro-4-cyclopropylethynyl-8-hydroxy-4-trifluoromethyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one;BDBM50097576;CS-O-10928;(4R)-4beta-(Trifluoromethyl)-4-(cyclopropylethynyl)-6-chloro-8-hydroxy-1,2-dihydro-4H-3,1-benzoxazine-2-one;(4R)-6-Chloro-4-(2-cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-2H-3,1-benzoxazin-2-one;2H-3,1-Benzoxazin-2-one, 6-chloro-4-(cyclopropylethynyl)-1,4-dihydro-8-hydroxy-4-(trifluoromethyl)-, (4R)-

Suppliers and Price of (4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one

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
ent-8-HydroxyEfavirenz
100mg
$ 10725.00

Medical Isotopes, Inc.
ent-8-HydroxyEfavirenz
25 mg
$ 5000.00

Total 1 raw suppliers

Chemical Property of (4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one

Chemical Property:

XLogP3:3.7
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:1
Exact Mass:331.0223053
Heavy Atom Count:22
Complexity:551

Purity/Quality:: ent-8-HydroxyEfavirenz ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1CC1C#CC2(C3=C(C(=CC(=C3)Cl)O)NC(=O)O2)C(F)(F)F
Isomeric SMILES:C1CC1C#C[C@@]2(C3=C(C(=CC(=C3)Cl)O)NC(=O)O2)C(F)(F)F
Uses ent-8-Hydroxy Efavirenz is a metabolite of Efavirenz (E425000), a nonnucleoside HIV-1 reverse transcriptase inhibitor.

Technology Process of (4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one

There total 15 articles about (4R)-6-chloro-4-(2-cyclopropylethynyl)-8-hydroxy-4-(trifluoromethyl)-1H-3,1-benzoxazin-2-one 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: 80.0%

: 8-mesyloxy-efavirenz

: 205754-33-2,342621-26-5,205754-32-1
8-Hydroxyefavirenz

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;
DOI:10.1021/jacs.8b09208

Reference yield: 9.5%

: 154598-52-4,154635-17-3
efavirenz

: 205754-33-2,342621-26-5,205754-32-1
8-Hydroxyefavirenz

Guidance literature:: With N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)ethane-1,2-diamineiron(II) bis(triflate); dihydrogen peroxide; acetic acid; In ethyl acetate; acetonitrile; at 40 ℃; for 72h;
DOI:10.1039/c2ob25212k