50789-30-5

Usage

InChI:InChI=1/C7H14O3/c1-9-7(10-2)5-3-4-6-8/h6-7H,3-5H2,1-2H3

Upstream product

• 79898-65-0 5,5-dimethoxy-pentan-1-ol 
• 28995-69-9 6,6-dimethoxyhex-1-ene 
• 67-56-1 methanol 
• 142-29-0 cyclopentene 
• 75-18-3 dimethylsulfide 
• 111-30-8 Glutaraldehyde 
• 1421789-91-4 (((5,5-dimethoxypentyl)oxy)methyl)benzene 
• 4454-05-1 2-methoxy-3,4-dihydro-2H-pyran 
• 14152-71-7 5,5-dimethoxypent-1-ene 
• 876938-53-3 Cyclohepta-1,3-diene 
• 764-59-0 hex-5-en-1-al 

Downstream Products

• 503560-76-7 (S)-O-(1-phenylbutyl)-5,5-dimethoxypentanaldehyde oxime 
• 713525-93-0 (S)-(+)-N-(5,5-dimethoxypentanylidene)-p-toluenesulfinamide 
• 132048-20-5 (6Z,8E)-12-Benzyloxy-5-methoxymethoxy-7-trimethylsilanyl-dodeca-6,8-dienal 
• 132048-19-2 [(Z)-1-((E)-5-Benzyloxy-pent-1-enyl)-7,7-dimethoxy-3-methoxymethoxy-hept-1-enyl]-trimethyl-silane 
• 97752-14-2 methyl (2E,8Z,10E)-14-(benzyloxy)-7-(methoxymethoxy)-2-methyl-9-(trimethylsilyl)tetradeca-2,8,10-trienoate 
• 1415335-42-0 C₂₄H₃₀O₃Si 
• 1415335-76-0 C₂₉H₄₂O₄Si 
• 155433-76-4 (E)-3-benzyloxy-1-iodo-7,7-dimethoxy-1-heptene 
• 155433-79-7 (Z)-3-benzyloxy-1-iodo-7,7-dimethoxy-1-heptene 
• 155433-73-1 3-benzyloxy-1-iodo-7,7-dimethoxy-1-heptyne 
• 155433-70-8 3-benzyloxy-7,7-dimethoxy-1-heptyne 

Relevant academic research and scientific papers

Intramolecular cationic cyclizations initiated by electrocyclic cleavage of cyclopropanes. Synthesis of trienic cyclopentane derivatives

The electrocyclic opening of dibromocyclopropane derivatives containing a tethered diene unit provides a good route to trienic cyclopentane derivatives. In one instance a bicyclic product arising from a formal 4 + 2 cycloaddition process was observed.

Stereocontrolled synthesis of planar chiral carba-paracyclophanes via modular assembly

Described herein is a flexible modular approach to planar chiral carba-paracyclophanes via the stepwise assembly of two distinct side arms and the aromatic core followed by ring-closing olefin metathesis. Planar chirality is induced by one chiral sulfinyl group by forming a hydrogen bond to the phenol in the aromatic unit.

Asymmetric Synthesis of Secondary Alcohols and 1,2-Disubstituted Epoxides via Organocatalytic Sulfenylation

Enantioenriched secondary alcohols can be prepared via a short reaction sequence involving asymmetric organocatalytic sulfenylation of an aldehyde, organometallic addition, and desulfurization. This process provides access to enantioenriched alcohols with sterically similar groups attached to the alcohol carbon atom. The intermediate β-hydroxysulfides can also serve as precursors to enantioenriched 1,2-disubstituted epoxides via alkylation of the sulfur and subsequent base-mediated ring closure.

Lewis acid catalyzed intramolecular condensation of ynol ether-acetals. synthesis of alkoxycycloalkene carboxylates

Treatment of ynol ether-tethered dialkyl acetals with catalytic quantities of scandium triflate in CH3CN gives rise to five-, six-, and seven-membered alkoxycycloalkene carboxylates in good to excellent yields. Tri- and tetrasubstituted carbocyclic and heterocyclic alkenes may be formed by this method, and the products obtained may serve as useful intermediates for natural product synthesis.

PROCESSES OF ENANTIOSELECTIVELY FORMING AN AMINOXY COMPOUND AND AN 1,2-OXAZINE COMPOUND

Disclosed is a process of enantioselectively forming an aminoxy compound of Formula (3) In formula (3) R1 is one of an aliphatic group and an alicyclic group. R2 is one of hydrogen, an aliphatic group, an alicyclic group, an aromatic group, an arylaliphatic group and an arylalicyclic group. R3 is one of hydrogen, halogen, hydroxyl, and an aliphatic group with a main chain having 1 to about 10 carbon atoms. The respective aliphatic, alicyclic, aromatic, arylaliphatic or arylalicyclic groups of R1, R2, and R3 comprise 0 to about 3 heteroatoms independently selected from the group consisting of N, O, S, Se and Si. The process includes contacting a carbonyl compound of Formula (1) and a nitroso compound of Formula (2) in the presence of a chiral catalyst. The chiral catalyst is a compound of Formula (IX)

PREPARATION OF GLUTARALDEHYDE

Provided is a process for the preparation of glutaraldehyde. The process comprises reacting an alkoxydihydropyran with water in the presence of an acidic catalyst. The alcohol by-product distilled from the reaction mixture is subjected to a heterogeneous catalyst that is located external to the distillation column used for distilling the alcohol, thereby increasing glutaraldehyde yield and decreasing the level of alkoxydihydropyran contamination in the alcohol.

A highly stereoselective organocatalytic tandem aminoxylation/aza-Michael reaction for the synthesis of tetrahydro-1,2-oxazines

(Chemical Equation Presented) A facile stereoselective synthesis of multifunctionalized tetrahydro-1,2-oxazines (THOs) has been achieved by the organocatalyzed asymmetric tandem α-aminoxylation/aza-Michael reaction for the C-O/C -N bond formations in moderate to good yields with excellent diastereo- (>99:1 dr) and enantioselectivities (92% to >99% ee).

A versatile cascade of intramolecular Vilsmeier-Haack and azomethine ylide 1,3-dipolar cycloaddition toward tricyclic cores of alkaloids

(Chemical Equation Presented) In the pursuit of synthetic efficiency, we developed an innovative one-pot transformation of linear substrates into bi- and tricyclic adducts using a cascade of amide activation, nucleophilic cyclization, azomethine ylide generation, and subsequent inter- or intramolecular 1,3-dipolar cycloaddition, Despite the high density and variety of functional groups on the substrates, the sequence occurred with perfect chemoselectivity with good to excellent yields.

Total synthesis of amaminol A: Establishment of the absolute stereochemistry

The first synthetic route to amaminol A with use of an organocatalytic intramolecular Diels-Alder reaction is reported. The absolute stereochemistry is proven with a crystallographic image of a cyclic carbamate of amaminol A.

Substituent effects on the SmI2/Pd(0)-promoted carbohydrate ring-contraction of 5-alkynylpyranosides

The effect of substituents on the reactivity and stereoselectivity of the SmI2/Pd(0)-promoted ring-contraction of 5-alkynylpyranosides has been examined using substrates substituted only at selected positions. While formation of 2-ethynylcyclopentanols takes place efficiently, an internal alkyne did not afford the expected product. The presence of peripheral alkoxy substituents leads to variable stereoselectivities that depend on the number and orientation of such groups. Thus, an isolated OBn substituent at C(3) (carbohydrate numbering) exerts a significant stereochemical control while additional substitution with the same group at C(4) either enhances or drastically reduces stereoselectivity depending on its orientation (α or β, respectively).