74924-27-9

Basic information

• Product Name: Propanoic acid, 2-methyl-3-(phenylmethoxy)-, methyl ester, (S)-
• CAS NO: 74924-27-9
• Molecular Formula: C12H16O3
• Molecular Weight: 208.257
• Mol File: 74924-27-9.mol
• Article Data: 56

Chemical Properties

• CAS DataBase Reference: Propanoic acid, 2-methyl-3-(phenylmethoxy)-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Propanoic acid, 2-methyl-3-(phenylmethoxy)-, methyl ester, (S)-(74924-27-9)
• EPA Substance Registry System: Propanoic acid, 2-methyl-3-(phenylmethoxy)-, methyl ester, (S)-(74924-27-9)

Safety Data

• Hazardous Substances Data: 74924-27-9(Hazardous Substances Data)

Upstream product

• 80657-57-4 3-hydroxy-(2S)-methylpropionate 
• 100-39-0 benzyl bromide 
• 72657-23-9 methyl (R)-3-hydroxy-2-methylpropionate 
• 27691-43-6 1-(benzylsulphanyl)-4-Nitrobenzene 
• 154201-91-9 methyl 2-((benzyloxy)methyl)acrylate 
• 7285-83-8 2,4,6-tris(benzyloxy)-1,3,5-triazine 
• 409110-43-6 2,2,2-trichloro-acetimidic acid phenyl ester 
• 100-51-6 benzyl alcohol 
• 40864-08-2 2-benzyloxypyridine 
• 882980-43-0 2-benzyloxy-1-methylpyridinium triflate 
• 81927-55-1 O-benzyl 2,2,2-trichloroacetimidate 
• 100-52-7 benzaldehyde 
• 203454-44-8 (R)-4-Benzyl-3-((S)-3-benzyloxy-2-methyl-propionyl)-oxazolidin-2-one 
• 67-56-1 methanol 

Downstream Products

• 79026-61-2 (R)-3-benzyloxy-2-methylpropanal 
• 769967-74-0 (S)-dimethyl 4-benzyloxy-3-methyl-2-oxobutylphosphonate 
• 126559-91-9 (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((E)-(1R,5R)-6-Benzyloxy-1,5-dimethyl-hex-3-enyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol 
• 126559-92-0 26-benzyloxy-25R-Δ₂₂-5β-cholestan-3α,7α,12α-triol-3α-cathylate 
• 126559-94-2 (2S,3R,4S,5R,6R)-2-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((E)-(1R,5R)-6-Benzyloxy-1,5-dimethyl-hex-3-enyl)-3,12-dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 
• 126559-90-8 26-benzyloxy-25R-Δ₂₂-5β-cholestan-3α,7α,12α-triacetate 
• 126559-89-5 (S)-(-)-3-benzyloxy-2-methyl-triphenylphosphonium iodide 
• 126559-93-1 26-benzyloxy-25R-Δ₂₂-3α-cathyl-7α-β-galactoperacetyl-5β-cholestane-12α-ol 
• 1269830-02-5 (2S,3S,4S,5S)-6-(benzyloxy)-4-(tert-butyldimethylsilyloxy)-2-(4-methoxybenzyloxy)-3,5-dimethylhexanal 
• 1269830-03-6 (6S,9R,10S,11S,7E)-11-[(S)-1-(benzyloxy)propan-2-yl]-9-(4-methoxybenzyloxy)-2,2,6,10,13,13,14,14-octamethyl-3,3-diphenyl-4,12-dioxa-3,13-disilapentadec-7-ene 
• 1309924-60-4 (((2S,3R)-3-(2-bromo-1-ethoxyethoxy)-2-methylpent-4-enyloxy)methyl)benzene 
• 1309924-61-5 (2R,3R)-2-((S)-1-(benzyloxy)propan-2-yl)-5-ethoxy-3-methyltetrahydrofuran 
• 1309924-64-8 (2R,3R,5R)-5-allyl-2-((S)-1-(benzyloxy)propan-2-yl)-3-methyltetrahydrofuran 
• 727726-43-4 2-[[1-[(2S)-2-methyl-3-(phenylmethoxy)-1-propyl]diphenylsilyl]-2-phenylethyl]-1H-isoindole-1,3(2H)-dione 

Relevant articles and documents

Discriminating non-ylidic carbon-sulfur bond cleavages of sulfonium ylides for alkylation and arylation reactions

A sulfonium ylide participated alkylation and arylation under transition-metal free conditions is described. The disparate reaction pattern allowed the separate activation of non-ylidic S-alkyl and S-aryl bond. Under acidic conditions, sulfonium ylides serve as alkyl cation precursors which facilitate the alkylations. While under alkaline conditions, cleavage of non-ylidic S-aryl bond produces O-arylated compounds efficiently. The robustness of the protocols were established by the excellent compatibility of wide variety of substrates including carbohydrates.

Progress toward the total synthesis of mirabalin isomers

Key fragments of the cytotoxic marine macrolide mirabalin have been synthesized, by using a flexible strategy based on asymmetric reductions to control the hydroxy- and carbamate-bearing stereocenters. In particular, ruthenium or rhodium-mediated asymmetric hydrogenation and transfer hydrogenation were used in combination with a dynamic kinetic resolution to control two contiguous stereocenters in a single step.

Preparation of Alkyl Ethers with Diallyltriazinedione-Type Alkylating Agents (ATTACKs-R) Under Acid Catalysis

Diallyltriazinedione-type acid-catalyzed alkylating agents (ATTACKs-R) with 10 different alkyl groups (R), including benzyl, substituted benzyl, allyl, and methyl groups were synthesized. The palladium-catalyzed intramolecular O-to-N allylic rearrangement of 2,4-bis(allyloxy)-6-chloro-1,3,5-triazine was developed to introduce various alkoxy groups into the N,N′-dialkylated triazinedione skeleton. O-Alkylation of alcohols with ATTACKs-R was carried out in 1,4-dioxane in the presence of 2,6-di-tert-butylpyridinium trifluoromethanesulfonate or trifluoromethanesulfonic acid as a catalyst. Six selected ATTACKs-R bearing benzylic R groups were employed to prepare alkyl ethers from primary, secondary, and tertiary alcohols. The reactions of ATTACKs-R bearing an o-nitro-substituted benzyl group tended to afford low yields. Comparison of four different triazinedione-based benzylating reagents suggested that the N,N′-substituents affected the reactivity.