37472-52-9

Upstream product

• 37472-51-8 tert-butyl 2-oxybutanoate 
• 32864-38-3 tert-Butyl ethyl malonate 
• 56834-42-5 2-methylmalonic acid tert-butyl ester ethyl ester 
• 516-05-2 methyl-propanedioic acid 
• 75-65-0 tert-butyl alcohol 
• 3709-18-0 2,2,5-trimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 1277102-61-0 (S)-α-benzyl-α-methylmalonic acid diphenylmethyl ester tert-butyl ester 
• 1277102-71-2 (S)-2-benzyl-3-(tert-butoxy)-2-methyl-3-oxopropanoic acid 
• 1277102-51-8 C₁₅H₂₁NO₃ 
• 324740-14-9 methylmalonic acid benzyl tert-butyl ester 
• 1277102-44-9 methylmalonic acid cyclohexylmethyl tert-butyl ester 
• 1277102-46-1 methylmalonic acid diphenylmethyl tert-butyl ester 
• 1440524-50-4 (S)-1-([1,1'-biphenyl]-3-ylmethyl) 3-tert-butyl 2-benzyl-2-methylmalonate 
• 1440524-51-5 (S)-1-([1,1'-biphenyl]-4-ylmethyl) 3-tert-butyl 2-benzyl-2-methylmalonate 
• 1440524-52-6 (S)-1-tert-butyl 3-(naphthalen-2-ylmethyl) 2-benzyl-2-methylmalonate 
• 1440524-53-7 (S)-1-tert-butyl 3-(naphthalen-1-ylmethyl) 2-benzyl-2-methylmalonate 
• 1440524-54-8 (S)-1-tert-butyl 3-((R)-1-phenylethyl) 2-methyl-2-propynylmalonate 

Relevant academic research and scientific papers

Preparation of mono-substituted malonic acid half oxyesters (SMAHOs)

The use of mono-substituted malonic acid half oxyesters (SMAHOs) has been hampered by the sporadic references describing their preparation. An evaluation of different approaches has been achieved, allowing to define the best strategies to introduce diversity on both the malonic position and the ester function. A classical alkylation step of a malonate by an alkyl halide followed by a monosaponification gave access to reagents bearing different substituents at the malonic position, including functionalized derivatives. On the other hand, the development of a monoesterification step of a substituted malonic acid derivative proved to be the best entry for diversity at the ester function, rather than the use of an intermediate Meldrum acid. Both these transformations are characterized by their simplicity and efficiency, allowing a straightforward access to SMAHOs from cheap starting materials.

Synthesis of protected α-amino acids: Via decarboxylation amination from malonate derivatives

A general and efficient strategy for the synthesis of protected α-amino acids is reported. The method uses malonate derivatives as the starting materials and Cs2CO3 as a base at 60 degrees, giving α-amino acid derivatives in moderate yields by releasing CO2. This methodology shows broad substrate scope (primary and secondary acids), excellent functional group tolerance and high efficiency to give the desired products under mild reaction conditions. It also allows the construction of β and γ-amino acids and other unnatural products.

PANTETHEINE DERIVATIVES AND USES THEREOF

The present disclosure relates to compounds of Formula (I), (II), or (II'): (I), (II), (II'), and pharmaceutically acceptable salts or solvates thereof. The present disclosure also relates to pharmaceutical compositions comprising the compounds and therapeutic and diagnostic uses of the compounds and pharmaceutical compositions.

Structural Basis of a Broadly Selective Acyltransferase from the Polyketide Synthase of Splenocin

Polyketides are a large family of pharmaceutically important natural products, and the structural modification of their scaffolds is significant for drug development. Herein, we report high-resolution X-ray crystal structures of the broadly selective acyltransferase (AT) from the splenocin polyketide synthase (SpnD-AT) in the apo form and in complex with benzylmalonyl and pentynylmalonyl extender unit mimics. These structures revealed the molecular basis for the stereoselectivity and substrate specificity of SpnD-AT, and enabled the engineering of the industrially important Ery-AT6 to broaden its substrate scope to include three new types of extender units.

Enantioselective α-Alkylation of Benzylideneamino tert-Butyl Malonates by Phase-Transfer Catalysis

A new enantioselective synthetic method for the synthesis of α,α-dialkylmalonates with a quaternary carbon center was developed via α-alkylation of prochiral malonates by phase-transfer catalysis (PTC). Asymmetric α-alkylation of benzylideneamino tert-butyl α-methylmalonates under phase-transfer catalytic conditions in the presence of (S,S)-3,4,5-trifluorophenyl-NAS bromide afforded the corresponding α,α-dialkylmalonates in high yields (up to 97%) with excellent enantioselectivities (up to 98% ee). The products were then selectively hydrolyzed to chiral malonic monoacids under basic, acidic, or catalytic hydrogenation conditions.

Investigating the reactivities of a polyketide synthase module through fluorescent click chemistry

A method for monitoring in vitro polyketide synthesis has been developed whereby nonchromophoric polyketide products are made brightly fluorescent in a simple, rapid, inexpensive, and bioorthogonal manner through CuAAC with a sulforhodamine B azide derivative. the Partner Organisations 2014.

Enantioselective phase-transfer catalytic α-alkylation of 2-methylbenzyl tert-butyl malonates

A new asymmetric synthetic method to prepare α,α- dialkylmalonates for the construction of a quaternary carbon center via phase-transfer catalytic (PTC) alkylation has been developed. Enantioselective α-alkylation of 2-methylbenzyl tert-butyl α-methylmalonates under phase-transfer catalytic conditions in the presence of (S,S)-3,4,5- trifluorophenyl-NAS bromide (10) afforded the corresponding α,α- dialkylmalonates in high chemical (up to 99%) and optical yields (up to 91% ee), which were selectively hydrolyzed to malonic monoacids under alkali basic conditions for conversion to versatile chiral intermediates. The Royal Society of Chemistry 2013.