trans-3-Bromot-2-(2-propynyloxy)-etrahydrofuran

Base Information

• Chemical Name: trans-3-Bromot-2-(2-propynyloxy)-etrahydrofuran
• CAS No.: 109789-15-3
• Molecular Formula: C₇H₉BrO₂
• Molecular Weight: 205.051
• Hs Code.: 2932190090
• Mol file: 109789-15-3.mol

Synonyms:Furan,3-bromotetrahydro-2-(2-propynyloxy)-, (2R,3S)-rel- (9CI); Furan,3-bromotetrahydro-2-(2-propynyloxy)-, trans-

Chemical Property of trans-3-Bromot-2-(2-propynyloxy)-etrahydrofuran

Chemical Property:

• PSA: 18.46000
• LogP: 1.14610
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate

Purity/Quality:

97% ^*data from raw suppliers

(+/-)-trans-3-Bromotetrahydro-2-(2-propynyloxy)-furan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of trans-3-Bromot-2-(2-propynyloxy)-etrahydrofuran

There total 2 articles about trans-3-Bromot-2-(2-propynyloxy)-etrahydrofuran 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: 94.0%

2,3-dihydro-2H-furan (1191-99-7,75454-45-4) + propargyl alcohol (107-19-7) → (2RS,3RS)-3-bromo-2-(prop-2-yn-1-yloxy)-tetrahydrofuran (109789-15-3)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane;

DOI:10.1016/j.tetlet.2006.02.024

Reference yield:

RS(SR)-2,3-dibromotetrahydrofuran (20245-14-1,52911-58-7,138610-15-8) + propargyl alcohol (107-19-7) → (2RS,3RS)-3-bromo-2-(prop-2-yn-1-yloxy)-tetrahydrofuran (109789-15-3)

Guidance literature:

With dmap; In dichloromethane;

DOI:10.1016/S0040-4039(00)83861-7

Reference yield: 62.0%

(2RS,3RS)-3-bromo-2-(prop-2-yn-1-yloxy)-tetrahydrofuran (109789-15-3) → (3aRS,6aSR)-3-methylene-4H-hexahydrofuro<2,3-b>furan (109789-17-5)

Guidance literature:

With sodium hydroxide; sodium tetrahydroborate; (pyridine)Co(dimethylglyoxime)2Cl; In ethanol;

DOI:10.1016/j.tetlet.2006.02.024

upstream raw materials:

2,3-dihydro-2H-furan

propargyl alcohol

RS(SR)-2,3-dibromotetrahydrofuran

Downstream raw materials:

(3aRS,6aSR)-3-methylene-4H-hexahydrofuro<2,3-b>furan

2-(furan-3-yl)ethan-1-ol

(2aRS,3aSR)-hexahydrofuro[2,3-b]furan-3-one

Toluene-4-sulfonic acid (3aS,6aR)-(hexahydro-furo[2,3-b]furan-3-yl) ester

Refernces

• 1、 Zhao, Chenglong,Jia, Xiao,Wang, Xuan,Gong, Hegui. "Ni-catalyzed reductive coupling of alkyl acids with unactivated tertiary alkyl and glycosyl halides". supporting information. p. 17645 - 17651. Retrieved 2015/02/05.
• 2、 Dulcere, Jean-Pierre,Crandall, Jack,Faure, Robert,Santelli, Maurice,Agati, Valerie,Mihoubi, Mohamed N.. "Allenyl Allylic Ethers: Synthesis and Thermal Rearrangements". . p. 5702 - 5708. Retrieved 2007/10/02.