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357336-20-0 Brivaracetam CAS#357336-20-0 brivaracetam
Product Name: Brivaracetam
Synonyms:(alphaS,4R)-alpha-Ethyl-2-oxo-4-propyl-1-pyrrolidineacetamide;UCB-34714;1-PyrrolidineacetaMide, α-ethyl-2-oxo-4-propyl-, (αS,4R)-;(S)-2-((R)-2-oxo-4-propylpyrrolidin-1-yl)butanaMide;2(S)-[2-Oxo-4(R)-propylpyrrolidin-1-yl]butyramide;(2S)-2-[(4R)-2-oxo-4-propylpyrrolidin-1-yl]butanamide;API-Anti Epilepsy;brivaracetam
CAS: 357336-20-0
MF: C33H41N3O10S2
MW: 703.83
EINECS: 801-184-2
Product Categories: API;APIs;Brain health drug;Nootropic
Mol File: 357336-20-0.mol
Melting point 76.38°
Boiling point 409.3±28.0 °C(Predicted)
alpha D25 -60.57° (c = 1 in methanol)
density 1.062
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 15.74±0.50(Predicted)
color White to Off-White
Uses Treatment ofTreatment of epilepsy, neuropathic pain and essential tremor.
Synthesis:
Two enantioselective routes have been reported, one employing an enzymatic resolution and the other utilizing (R)- (-)-epichlorohydrin as a chiral starting material. The route involves an enzymatic resolution, is the only kilogram-scale route disclosed in the literature to date and reportedly permits the production of brivaracetam within the required commercial quality specifications. However, the authors note that the development of this route for commercial purposes has been stopped. Commercial dimethyl n-propylmalonate 108 was first alkylated with tertbutyl- 2-bromoacetate. The resulting product underwent Krapcho decarboxylation to afford racemic succinate derivative 109 in 94% yield over the two steps. Optimized conditions for the key enzymatic resolution employed protease C from Bacillus subtilis type 2 at 30 °C for 18 h to resolve ester 109 and provide the acid enantiomer 110. This biocatalytic process allowed for residual unreacted diester 109 to be washed away with cyclohexane at pH 9 (adjusted with 0.5 M NaOH), and the desired acid 110 could be isolated upon lowering the pH (~1) and extracting with isopropyl acetate (42% yield, 97% ee). The transformation of acid 110 into propyllactone 111 proceeded in nearly quantitative yield by a three-step sequence: activation of the acid with ethyl chloroformate, reduction to the alcohol with sodium borohydride, and cyclization upon acidic workup with TFA. Exposure of 111 to HBr in acetic acid followed by esterification of the resulting acid-generated bromoester 112. Finally, TBAI-catalyzed alkylation of 112 with commercial (S)-2-aminobutanamide (113) in refluxing isopropyl acetate introduced the n-butylamide moiety while facilitating lactamization. Addition of MTBE followed by filtration and recrystallization from isopropyl acetate afforded brivaracetam (IX) in 32% yield and 96% ee.
Product Name: Brivaracetam
Synonyms:(alphaS,4R)-alpha-Ethyl-2-oxo-4-propyl-1-pyrrolidineacetamide;UCB-34714;1-PyrrolidineacetaMide, α-ethyl-2-oxo-4-propyl-, (αS,4R)-;(S)-2-((R)-2-oxo-4-propylpyrrolidin-1-yl)butanaMide;2(S)-[2-Oxo-4(R)-propylpyrrolidin-1-yl]butyramide;(2S)-2-[(4R)-2-oxo-4-propylpyrrolidin-1-yl]butanamide;API-Anti Epilepsy;brivaracetam
CAS: 357336-20-0
MF: C33H41N3O10S2
MW: 703.83
EINECS: 801-184-2
Product Categories: API;APIs;Brain health drug;Nootropic
Mol File: 357336-20-0.mol
Melting point 76.38°
Boiling point 409.3±28.0 °C(Predicted)
alpha D25 -60.57° (c = 1 in methanol)
density 1.062
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 15.74±0.50(Predicted)
color White to Off-White
Uses Treatment ofTreatment of epilepsy, neuropathic pain and essential tremor.
Packing & Shipping
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3).API, the MOQ is 1KG.
4).Intermediate products and conventional product, the MOQ is 1KG; custom-tailored products, the MOQ depends on the production process.
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Company Information
Company profile
Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its intermediates, Food/Feed additives, Fine chemicals in distributing the products of our own company and affiliated enterprises, are the members of Hubei E-commerce Chamber.
Our company has professional persons who major in chemical R&D and sicentific management, supply fine chemical products with high quality and close service, also supply custom-tailored products according to our clients’ requirement.
We have a positive and self-motivated management work team with a common philosophy, caring and commitment through teamwork, our team strive to achieve success in delighting our clients and ourselves.
Since Wuhan Fortuna Chemical Co., Ltd founded, we continuously innovate our products and improve our service, sales network. Hence, we initiate the first sale mode on net in China, which is the retail trade of small package bring along wholesale of diversified management modes. Our products are exported widely to South Korea, Vietnam, Australia, Europe and South America, highly recommended by our clients.
We insist on the management creed “Market is our compass, Quality is our life, Credit is our soul”. Clients’ trust is our forward powder, their satisfaction is our struggling goal.
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