106757-56-6

Basic information

• Product Name: (Z)-(-)-methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate
• Synonyms: (Z)-(-)-methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate
• CAS NO: 106757-56-6
• Molecular Weight: 186.208
• Mol File: 106757-56-6.mol

Chemical Properties

• CAS DataBase Reference: (Z)-(-)-methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-(-)-methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate(106757-56-6)
• EPA Substance Registry System: (Z)-(-)-methyl 3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate(106757-56-6)

Safety Data

• Hazardous Substances Data: 106757-56-6(Hazardous Substances Data)

Upstream product

• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 14347-78-5 1,2-O-isopropylidene-D-glycerol 
• 91274-05-4 (2S,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 

Downstream Products

• 112837-17-9 (R)-(+)-5-(hydroxymethyl)furan-2(5H)-one 
• 180187-77-3 (1R,2S,4R)-1-<<(tert-butyldiphenylsilyl)oxy>methyl>-2-(2,2-dimethyl-1,3-dioxolan-4-yl)cyclopropane 
• 847800-67-3 (R)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(dimethyl-phenyl-silanyl)-propionic acid methyl ester 
• 202392-40-3 3-[(2R,4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-tetrahydro-furan-2-yl]-propan-1-ol 
• 202392-41-4 tert-Butyl-[(2R,3R,5R)-5-(3-methoxymethoxy-propyl)-3-methyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane 
• 110171-24-9 (R)-(+)-5-(tert-butyldiphenylsilanyloxymethyl)furan-2(5H)-one 
• 110098-09-4 (4R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-dihydro-furan-2-one 
• 202392-39-0 ((2R,3R,5R)-5-Allyl-3-methyl-tetrahydro-furan-2-ylmethoxy)-tert-butyl-diphenyl-silane 
• 168300-55-8 [(1R,2S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-cyclopropyl]-carbamic acid benzyl ester 
• 115473-63-7 (5S,8S,8aS)-2-(3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylic acid 
• 847800-66-2 (S)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-(dimethyl-phenyl-silanyl)-propionic acid methyl ester 

Relevant articles and documents

Synthesis of key fragments of amphidinolide Q - A cytotoxic 12-membered macrolide

β-Hydroxy aldehyde and alkyl ketone moieties were effectively synthesized as key intermediates of amphidinolide Q, a cytotoxic macrolide from the cultured dinoflagellate Amphidinium sp.. The asymmetric center of the former derivative was produced by Sharpless asymmetric epoxidation, followed by E-selective 1,4-addition to give the sp2 methyl group. Derivatization of the L-ascorbic acid derivative by Evans asymmetric alkylation and Peterson olefination provided the latter intermediate. The coupling reaction of the segments was examined.

Asymmetric Synthesis of Rupestonic Acid and Pechueloic Acid

In this report, the originally proposed rupestonic acid (5) and pechueloic acid (3) were efficiently synthesized. The chiral lactone 13, recycled from the degradation of saponin glycosides, was utilized to prepare the key chiral fragment 11. During the exploration of this convergent assembly strategy, the ring-closing metathesis (RCM), SmI2-prompted intermolecular addition, and [2,3]-Wittig rearrangement proved to be effective transformations for the synthesis of subunits.

A pyrrolysine analogue for protein click chemistry

(Chemical Equation Presented) Ignoring the STOP sign: A pyrrolysine analogue bearing a terminal alkyne was site-specifically incorporated into recombinant calmodulin (CaM) through a UAG codon. The resulting protein was labeled with an azide-containing dye using a copper(I)-catalyzed click reaction. Subsequent application of an orthogonal cysteine tagging method yielded a CaM labeled with two distinct fluorophores that enabled its study by FRET spectroscopy.

Oxidation method for primary or secondary alcohols

A method for preparing an aldehyde or ketone by oxidizing a primary or secondary alcohol in the presence of a nitroxyl radical compound and a co-oxidant in an organic solvent, which process is characterized in using an organic N-bromoamide compound or a c

Process for preparing alpha, beta - unsaturated ester

A process for preparing an α,β-unsaturated ester of the compound (4), wherein R7 and R8 are the same or different and hydrogen atom, C1-6alkyl group or phenyl group, which comprises oxidizing a glycerol derivative (2), wherein R7 and R8 are the same as defined above, in the presence of a nitroxyl radical compound and a co-oxidant to prepare a glyceraldehyde and then reacting the compound with a phosphonoacetic acid alkyl ester or a (triphenylphosphoranylidene)acetic acid alkyl ester to give the compound (4).

Synthesis of novel L-series 2',3'-dideoxy-3'-hydroxy-methyl-nucleosides and a convenient method for the separation of nucleoside anomers

Photoinduced addition of methanol to 5(R)-(tert- butyldimethylsilyloxymethyl) -2(5H)-furan-2-one (derived from L-gulono-1,4- lactone) provided the photoadduct 5(R)-(tert-butyldimethylsiloxymethyl)- 4(S)-hydroxymethyl-tetrahydrofuran-2-one, which was converted into two L- series-2',3'-dideoxy-3'-hydroxymethyl-nucleosides. In addition, we describe a new method for the chromatographic separation of cytidine anomers using a N- 2-(4-nitrophenyl)ethyl carbamate derivative.

Synthetic study on gymnodimine: Highly stereoselective construction of substituted tetrahydrofuran and cyclohexene moieties

The synthetic studies on gymnodimine, a shellfish toxin, are described. This marine toxin consists of 16-membered carbocycle, tetrahydrofuran, and spiro-imine moieties. Our synthetic strategy involves the stereoselective allylation of tetrahydrofuran compound and the exo-selective intramolecular Diels-Alder reaction.

General Method for the Preparation of α-Methylene-γ-butyrolactones from (R)- and (S)-1,2-Isopropylideneglyceraldehydes

Both (R) - and (S)-1,2-isopropylideneglyceraldehydes (1) and (18) are shown to be useful, inexspensive chiral starting materials for syntheses of α-methylene-γ-butyrolactones (15) and (28) which are potential intermediates for biologically important sesquiterpene lactones.