6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-,(1S,3S,5R,8R)-(9CI)

Base Information

• Chemical Name: 6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-,(1S,3S,5R,8R)-(9CI)
• CAS No.: 813468-07-4
• Molecular Formula: C13H22 O3
• Molecular Weight: 0
• Mol file: 813468-07-4.mol

Synonyms:6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-, (1S,3S,5R,8R)- (9CI)

Chemical Property of 6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-,(1S,3S,5R,8R)-(9CI)

Chemical Property:

• PSA: 49.69000
• LogP: 1.48950

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-,(1S,3S,5R,8R)-(9CI)

There total 2 articles about 6-Oxabicyclo[3.2.1]octan-3-ol,8-[(1E,3R)-3-hydroxy-1-butenyl]-1,5-dimethyl-,(1S,3S,5R,8R)-(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: 81.0%

(1S,3S,5R,6R,9R)-megastigman-7-ene-3,9-diol-5,12-epoxide 9-O-β-D-glucopyranoside → (1S,3S,5R,8R)-8-((E)-(R)-3-Hydroxy-but-1-enyl)-1,5-dimethyl-6-oxa-bicyclo[3.2.1]octan-3-ol (813468-07-4)

Guidance literature:

With hesperidinase; water; at 37 ℃; for 24h;

DOI:10.1248/cpb.52.1086

Reference yield:

ascleposide C → (1S,3S,5R,8R)-8-((E)-(R)-3-Hydroxy-but-1-enyl)-1,5-dimethyl-6-oxa-bicyclo[3.2.1]octan-3-ol (813468-07-4)

Guidance literature:

With water; cellulase; at 38 ℃; for 8h;

DOI:10.1248/cpb.48.1908

Reference yield: 53.0%

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + (1S,3S,5R,8R)-8-((E)-(R)-3-Hydroxy-but-1-enyl)-1,5-dimethyl-6-oxa-bicyclo[3.2.1]octan-3-ol (813468-07-4) → (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (1S,3S,5R,8R)-1,5-dimethyl-8-[(E)-(R)-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-but-1-enyl]-6-oxa-bicyclo[3.2.1]oct-3-yl ester

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1248/cpb.52.1086