Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene

Base Information

• Chemical Name: Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene
• CAS No.: 84598-98-1
• Molecular Formula: C₁₇H₁₀Br₆O₂
• Molecular Weight: 725.689
• European Community (EC) Number: 800-061-0
• Mol file: 84598-98-1.mol

Synonyms:SCHEMBL10549295;Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene;84598-98-1

Chemical Property of Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene

Chemical Property:

• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 725.57196
• Heavy Atom Count: 25
• Complexity: 414

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C=CC1OC2=C(C=C(C=C2Br)Br)Br)OC3=C(C=C(C=C3Br)Br)Br
• Isomeric SMILES: C1[C@H](C=C[C@H]1OC2=C(C=C(C=C2Br)Br)Br)OC3=C(C=C(C=C3Br)Br)Br

Technology Process of Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene

There total 6 articles about Rel-(3R,5S)-3,5-bis(2,4,6-tribromophenoxy)cyclopent-1-ene 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: 80.0%

cis-3,5-dibromocyclopentene (17040-70-9) + potassium 2,4,6-tribromophenoxide (3784-04-1) → cis-1,4-bis(2,4,6-tribromophenoxy)cyclopent-2-ene (84598-98-1)

Guidance literature:

With 18-crown-6 ether; In 1,2-dimethoxyethane;

DOI:10.1016/S0040-4039(00)97657-3

Reference yield: 51.0%

cis-3,5-dibromocyclopentene (17040-70-9) + 2,4,6-tribromophenol (118-79-6) → cis-1,4-bis(2,4,6-tribromophenoxy)cyclopent-2-ene (84598-98-1)

Guidance literature:

With 18-crown-6 ether; sodium hydride; In 1,2-dimethoxyethane; Ambient temperature;

DOI:10.1016/S0040-4020(99)00020-4

Reference yield:

3,5-cis-dibromocyclopentene (1890-04-6) + 2,4,6-tribromophenol (118-79-6) → 3,5-trans-bis(2,4,6-tribromophenoxy)cyclopentene + cis-1,4-bis(2,4,6-tribromophenoxy)cyclopent-2-ene (84598-98-1)

Guidance literature:

2,4,6-tribromophenol; With sodium hydride; In 1,2-dimethoxyethane; at -10 - 0 ℃;

3,5-cis-dibromocyclopentene; With 18-crown-6 ether; In 1,2-dimethoxyethane; at -5 - 20 ℃; for 72h; Reagent/catalyst; Overall yield = 53.4 percent;

upstream raw materials:

cis-3,5-dibromocyclopentene

potassium 2,4,6-tribromophenoxide

2,4,6-tribromophenol

dicyclopentadiene

Downstream raw materials:

(±)-(1R,2R,3aS,8bS)-2,3,3a,8b-tetrahydro-2-hydroxy-1-[(E)-(3S,4RS)-3-hydroxy-4-methyl-1-octen-6-ynyl]-1H-cyclopenta[b]-benzofuran-5-butanoic acid

(-)-3a,8b-cis-dihydro-3H-5-carboxy-7-bromocyclopenta[b]benzofuran

(+/-)-3a,8b-cis-dihydro-3H-5-carboxy-7-bromocyclopenta[b]benzofuran