7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)- (9CI)

Base Information

• Chemical Name: 7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)- (9CI)
• CAS No.: 439906-13-5
• Molecular Formula: C₇H₈O₄
• Molecular Weight: 156.138
• Mol file: 439906-13-5.mol

Synonyms:7-Oxabicyclo[4.1.0]hept-3-en-2-one,5-hydroxy-3-(hydroxymethyl)-, [1R-(1a,5b,6a)]-; Epoxydon (7CI);(+)-Epoxidone; (+)-Epoxydon; (+)-Parasitenone; Epoxydone; NSC 93049;Phyllosinol

Chemical Property of 7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)- (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)- (9CI)

There total 70 articles about 7-Oxabicyclo[4.1.0]hept-3-en-2-one, 5-hydroxy-4-(hydroxymethyl)-, (1S,5S,6S)- (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: 76.0%

(1R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-one (792910-37-3) → 5-hydroxy-3-(hydroxymethyl)-7-oxabicyclo[4.1.0]hept-3-en-2-one (24292-29-3,439906-13-5)

Guidance literature:

With pyridine hydrogenfluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tetlet.2004.08.104

Reference yield: 76.0%

C15H18O4 → (+/-)-Epiepoxydon (5831-38-9,24292-29-3,25163-24-0,39910-94-6,62929-65-1,67772-76-3,439906-13-5)

Guidance literature:

In tetrahydrofuran; at 110 - 120 ℃; for 0.5h;

DOI:10.1271/bbb1961.46.1879

Reference yield: 70.0%

(1R,5S,6S)-3-Hydroxymethyl-5-triethylsilanyloxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-one → (+/-)-Epiepoxydon (5831-38-9,24292-29-3,25163-24-0,39910-94-6,62929-65-1,67772-76-3,439906-13-5)

Guidance literature:

With pyridine hydrogenfluoride; In methanol; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(02)00529-4

upstream raw materials:

(1R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-one

6,7-epoxy-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

(1R,5S,6R)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-5-hydroxy-7-oxa-bicyclo[4.1.0]hept-3-en-2-one

Acetic acid (1R,2S,6R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-5-oxo-7-oxa-bicyclo[4.1.0]hept-3-en-2-yl ester