5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal

Base Information

• Chemical Name: 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal
• CAS No.: 135440-52-7
• Molecular Formula: C₂₁H₂₁O₄P
• Molecular Weight: 368.369
• Mol file: 135440-52-7.mol

Synonyms:

Chemical Property of 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal

There total 1 articles about 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal 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:

(1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.02,6]dec-8-en-3-one (51112-82-4,51154-99-5,68974-11-8,72150-22-2,82337-03-9,98717-61-4,104485-85-0) + diphenyl(methyl)phosphine oxide (2129-89-7) → 5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal (135440-52-7,135556-49-9)

Guidance literature:

With n-butyllithium; ammonium chloride; Yield given. Multistep reaction; 1) hexane, THF, 0 deg C, 20 min, 2) THF, -78 deg C;

DOI:10.1039/P19910001485

Reference yield: 99.6%

5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal (135440-52-7,135556-49-9) → (furan-2-ylmethyl)diphenylphosphine oxide (135440-57-2)

Guidance literature:

at 130 ℃; under 0.8 Torr;

DOI:10.1039/P19910001485

Reference yield: 95.0%

5-exo-(2'-diphenylphosphinoyl-1'-oxoethyl)-6-exo-hydroxymethyl-7-oxabicyclo<2.2.1>hept-2-ene hemiacetal (135440-52-7,135556-49-9) → 2-(Diphenyl-phosphinoyl)-1-((1R,2R,3S,4S)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-ethanol (135440-53-8,137490-99-4)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃;

DOI:10.1039/P19910001485

upstream raw materials:

(1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

diphenyl(methyl)phosphine oxide

Downstream raw materials:

(furan-2-ylmethyl)diphenylphosphine oxide

(Z)-5-Diphenylphosphinoyl-4-hydroxypent-2-en-1-ol

2-(Diphenyl-phosphinoyl)-1-((1R,2R,3S,4S)-3-hydroxymethyl-7-oxa-bicyclo[2.2.1]hept-5-en-2-yl)-ethanol

(Z)-1-(3,5-Dinitrobenzoyloxy)penta-2,4-diene

Refernces