67106-22-3

Basic information

• Product Name: (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate
• Synonyms: (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate
• CAS NO: 67106-22-3
• Molecular Formula: C₁₇H₂₆N₂O₃
• Molecular Weight: 306.4
• Mol File: 67106-22-3.mol
• Article Data: 26

Chemical Properties

• Melting Point: 118 °C
• Boiling Point: 488.4±38.0 °C(Predicted)
• Appearance: /
• Density: 1.057±0.06 g/cm3(Predicted)
• PKA: 11.05±0.46(Predicted)
• CAS DataBase Reference: (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate(67106-22-3)
• EPA Substance Registry System: (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate(67106-22-3)

Safety Data

• Hazardous Substances Data: 67106-22-3(Hazardous Substances Data)

Usage

Description

(S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate is a carbamate derivative with the molecular formula C17H27N3O3. It is a chiral molecule that is commonly used in organic synthesis and medicinal chemistry. (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate features a tert-butyl group, a benzylamino group, and a 3-methyl-1-oxobutan-2-ylcarbamate group, making it a versatile reagent in asymmetric synthesis reactions. Its potential applications extend to drug discovery and development, as well as the production of other chemical compounds through various synthetic pathways.

Uses

Used in Organic Synthesis:
(S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate is used as a reagent in organic synthesis for its ability to participate in asymmetric synthesis reactions, which are crucial for creating enantiomerically pure compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate is used as a building block for the development of new pharmaceuticals, taking advantage of its unique structural features and reactivity.
Used in Drug Discovery and Development:
(S)-tert-butyl 1-(benzylamino)-3-methyl-1-oxobutan-2-ylcarbamate has potential applications in drug discovery and development due to its structural complexity and the possibility of creating novel bioactive molecules through its use in chemical synthesis.
Used in the Production of Chemical Compounds:
This carbamate derivative is also utilized in the production of other chemical compounds, where its unique functional groups and reactivity can be harnessed to create a variety of synthetic products through different synthetic pathways.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1446274-25-4 (S)-Se-((9H-fluorenyl)methyl) 2-((tert-butoxycarbonyl)amino)-3-methylbutaneselenoate 
• 100-46-9 benzylamine 
• 58561-04-9 N-tert-butoxycarbonyl-L-valine methyl ester 
• 72-18-4 L-valine 
• 66866-46-4 C₁₅H₂₇NO₆ 
• 66447-55-0 ((S)-1-benzylcarbamoyl-2-methyl-propyl)-carbamic acid tert-butyl ester 
• 1033037-50-1 tert-butyl (S)-(1-chloro-3-methyl-1-oxobutan-2-yl)carbamate 
• 13734-41-3 t-Boc-L-valine 
• 3392-12-9 Boc-Val-ONSu 
• 3287-99-8 benzylamine hydrochloride 

Downstream Products

• 1201890-83-6 N-(tert-butoxycarbonyl)-L-valine benzylthioamide 
• 1375257-26-3 (S)-3-acetyl-1-benzyl-4-isopropylimidazolidin-2-one 
• 1375257-34-3 (S)-1-benzyl-3-[(S)-3-hydroxy-3-phenylpropanoyl]-4-isopropylimidazolidin-2-one 
• 1056670-98-4 (2S,4S,5S)-5-amino-4-hydroxy-2-isopropyl-6-(naphthalen-1-ylmethoxy)-hexanoic acid ((S)-1-benzylcarbamoyl-2-methylpropyl)-amide trifluoroacetate 
• 1056681-45-8 C₃₉H₅₃N₃O₇ 
• 1056675-55-8 (2S,4S,5S)-5-azido-6-(3-((1RS)-1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide 
• 1056671-27-2 (2S,4S,5S)-5-amino-6-(3-(1-(t-butoxycarbonylamino)ethyl)benzyloxy)-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)-amide 
• 1056674-73-7 C₃₅H₅₁N₃O₇ 
• 1056674-68-0 [(1S,2S,4S)-4-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-benzyloxymethyl-2-hydroxy-5-methylhexyl]-carbamic acid tert-butyl ester 
• 1056674-78-2 acetic acid (1S,3S)-3-((S)-1-benzylcarbamoyl-2-methylpropylcarbamoyl)-1-((S)-1-tert-butoxycarbonylamino-2-hydroxy-ethyl)-4-methylpentyl ester 
• 1056670-83-7 (2S,4S,5S)-5-amino-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide trifluoroacetate 
• 1056674-63-5 (2S,4S,5S)-5-azido-6-benzyloxy-4-hydroxy-2-isopropyl-hexanoic acid ((S)-1-benzylcarbamoyl-2-methyl-propyl)amide 
• 1341212-02-9 (S)-N-benzyl-4-((S)-1-(diphenylphosphino)-3-methylbutan-2-ylamino)-2-isopropyl-4-thioxobutanamide 
• 1341212-17-6 C₁₃H₁₆N₂OS 

Relevant articles and documents

Cytotoxic activity of synthetic chiral amino acid derivatives

Cancer is a chronic degenerative disease considered one of the most important causes of death worldwide. In this context, a series of dual-protected amino acid derivatives was synthesized and evaluated as potential novel anticancer agents. The 40 derivatives were prepared in up to three reaction steps. The cytotoxic activities were screened in vitro against a panel of tumor and non-tumor cells using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Among the synthesized derivatives, three of them showed promising activity against cancer cells with half-maximal inhibitory concentration (IC50) ranging between 1.7-6.1 μM. The most promising derivative, bearing both a lipophilic N-alkyl diamine moiety and a protected amino acid scaffold showed a selectivity index of 3.4 towards tumor cells. The N-alkyl diamine moiety seems to play a crucial role in the enhancement of the anticancer activity. On the other hand, the incorporation of an amino acid scaffold resulted in increase in the selectivity towards cancer cell lines.

[...] - Orn (ClCH2NH) - AA - benzylamine, its synthesis, activity and application (by machine translation)

The invention discloses the following formula of 13 for β - Carboline -3 - formyl - Orn (ClCH2 NH) - AA - NHCH2 C6 H5 (In the formula AA is selected from L - Arg, L - Asn, L - Asp, L - Glu, L - Gly, L - Ile, L - Leu, L - Met, L - Phe, L - Pro, L - Thr, L - Trp, L - Val residue), discloses a process for their preparation, discloses their inhibition of tumor cell growth, therefore this invention discloses their use as anti-tumor medicament. (by machine translation)

Ag2CO3/CA-AA-amidphos multifunctional catalysis in the enantioselective 1,3-dipolar cycloaddition of azomethine ylides

The new Ag2CO3/CA-AA-amidphos complexes have been demonstrated as highly efficient multifunctional catalysts in the asymmetric 1,3-dipolar cycloaddition of azomethine ylides. Under optimal conditions, highly functionalized endo-4 pyrrolidines were obtained with excellent yields (up to 99% yield) and enantioselectivities (up to 96% ee).