1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (R)- (9CI)

Base Information

• Chemical Name: 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (R)- (9CI)
• CAS No.: 186521-82-4
• Molecular Formula: C7H10 O2
• Molecular Weight: 126.155
• Mol file: 186521-82-4.mol

Synonyms:1,3-Dioxolane,4-ethynyl-2,2-dimethyl-, (R)- (9CI); (R)-2,2-Dimethyl-4-ethynyl-1,3-dioxolane

Chemical Property of 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (R)- (9CI)

Chemical Property:

• PSA: 18.46000
• LogP: 0.77110

Purity/Quality:

(R)-4-Ethynyl-2,2-dimethyl-1,3-dioxolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-4-Ethynyl-2,2-dimethyl-1,3-dioxolane is a synthetic intermediate/reagent used in the formal synthesis of Ezetimibe (E975000) via a Cu(I)-mediated Kinugasa cycloaddition/rearrangement cascade reaction.

Technology Process of 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (R)- (9CI)

There total 5 articles about 1,3-Dioxolane, 4-ethynyl-2,2-dimethyl-, (R)- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde (22323-80-4) → (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)acetylene (186521-82-4)

Guidance literature:

With dimethyl 1-(1-diazo-2-oxopropyl)phosphonate; potassium carbonate; In methanol; at 0 - 20 ℃; for 12.5h;

Reference yield:

4-(2,2-Dibromoethenyl)-2,2-dimethyl-1,3-dioxolane (56017-84-6) → (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)acetylene (186521-82-4) + (S)-4-ethynyl-2,2-dimethyl-1,3-dioxolane (56017-85-7)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; Title compound not separated from byproducts.;

DOI:10.1039/b006970l

Reference yield:

2-Methoxypropene (116-11-0) + (R)-1-butyne-3,4-diol (118620-89-6) → (R)-(2,2-dimethyl-1,3-dioxolan-4-yl)acetylene (186521-82-4)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

DOI:10.1055/s-1995-4090

upstream raw materials:

(4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

2-Methoxypropene

(R)-1-butyne-3,4-diol

4-(2,2-Dibromoethenyl)-2,2-dimethyl-1,3-dioxolane

Downstream raw materials:

(3R,4S)-4-(4-(benzyloxy)phenyl)-3-((4'R)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1-(4-fluorophenyl)azetidin-2-one

C₂₇H₂₆FNO₄

C₂₇H₂₆FNO₄

C₂₇H₂₆FNO₄