(1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol

Base Information

• Chemical Name: (1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol
• CAS No.: 87020-59-5
• Molecular Formula: C₂₁H₂₅O₂P
• Molecular Weight: 340.402
• Mol file: 87020-59-5.mol

Synonyms:

Chemical Property of (1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol

There total 2 articles about (1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol 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:

(1S,2S,6R,7R)-2,6-bis-(diphenylphosphinoyl)cyclononane-1,7-diol (87020-64-2) → (E)-(1R,2R)-2-(Diphenyl-phosphinoyl)-cyclonon-5-enol (87020-59-5)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 0 ℃; for 4h; Mechanism; trapped intermediate in cis- and trans-1,2-divinylcyclopentane formation; unsuccessful attempts to trap the postulated intermediate trans,trans-cyclonona-1,5-diene in the presence of 1,3-diphenylbenzofuran;

Reference yield:

cis-10-oxabicyclo<7.1.0>dec-4-ene (87020-57-3,87068-67-5) + lithium diphenylphosphide (65567-06-8,4541-02-0) → (1RS,2RS)-2-diphenylphosphinoylcyclonon-6-enol (87020-60-8) + (1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol (87020-59-5)

Guidance literature:

With dihydrogen peroxide; acetic acid; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, 18 deg C, 20 h;

Reference yield: 62.0%

(1RS,2RS)-2-diphenylphosphinoylcyclonon-5-enol (87020-59-5) → cis,cis-cyclonona-1,5-diene (14255-64-2) + cis,trans-cyclonona-1,5-diene (15753-74-9)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; for 0.5h;

upstream raw materials:

cis-10-oxabicyclo<7.1.0>dec-4-ene

lithium diphenylphosphide

(1S,2S,6R,7R)-2,6-bis-(diphenylphosphinoyl)cyclononane-1,7-diol

Downstream raw materials:

cis,cis-cyclonona-1,5-diene

cis,trans-cyclonona-1,5-diene

Refernces