(2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol

Base Information

• Chemical Name: (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol
• CAS No.: 231938-00-4
• Molecular Formula: C₁₉H₂₄O₅
• Molecular Weight: 332.397
• Mol file: 231938-00-4.mol

Synonyms:(2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol

Chemical Property of (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol

There total 1 articles about (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol 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: 86.0%

methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-propenyl-α-D-glucopyranoside (220460-27-5) → (2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol (231938-00-4)

Guidance literature:

With copper(I) trifluoromethanesulfonate benzene; In benzene; Irradiation;

DOI:10.1055/s-1999-3120

Reference yield: 73.0%

(2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol (231938-00-4) → (2aR,2bR,3S,5S,6S,6aS,7aR)-benzoic acid 5-bromomethyl-2b-hydroxy-3-methoxy-decahydro-4-oxa-cyclobuta[a]inden-6-yl ester (714272-24-9)

Guidance literature:

With N-Bromosuccinimide; barium carbonate; In chloroform; for 23h; Heating;

DOI:10.1039/b315623k

Reference yield:

(2R,4aR,6S,6aR,6bR,8aR,9aS,9bS)-6-methoxy-2-phenyl-octahydro-1,3,5-trioxa-cyclobuta[3,4]cyclopenta[1,2-a]naphthalen-6a-ol (231938-00-4) → (1S,1'R,3'S,4'R,5'R)-benzoic acid 1-(4'-formyl-4'-hydroxy-bicyclo[3.2.0]hept-3'-yl)-allyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / NBS; BaCO₃ / CHCl₃ / 23 h / Heating

2: 29 percent / Zn; water / propan-2-ol / 2.5 h / Heating

With N-Bromosuccinimide; water; barium carbonate; zinc; In chloroform; isopropyl alcohol;

DOI:10.1039/b315623k

upstream raw materials:

methyl (R)-4,6-O-benzylidene-2-C-ethenyl-3-deoxy-3-C-propenyl-α-D-glucopyranoside

Downstream raw materials:

(2aR,2bR,3S,5S,6S,6aS,7aR)-benzoic acid 5-bromomethyl-2b-hydroxy-3-methoxy-decahydro-4-oxa-cyclobuta[a]inden-6-yl ester