(R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione

Base Information

• Chemical Name: (R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione
• CAS No.: 89486-15-7
• Molecular Formula: C₃₀H₃₂O₈
• Molecular Weight: 520.579
• Mol file: 89486-15-7.mol

Synonyms:

Chemical Property of (R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione

There total 1 articles about (R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione 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: 22.2%

(R)-9-acetyl-6-benzyloxy-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2(3H)-one (89471-29-4) → (R)-9-acetyl-2,3,5,8-tetrahydro-6-hydroxy-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione (89471-35-2) + (R)-9-acetyl-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione + (R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione (89486-15-7)

Guidance literature:

With toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 3h; Heating;

DOI:10.1246/bcsj.56.3471

Reference yield:

(R)-9-acetoxy-6-benzyloxy-2,3,5,8-tetrahydro-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2,5,8-trione (89486-15-7) → (R)-5,6,8,9-tetraacetoxy-7-isopropyl-3,4-dimethyl-3-<3-(o-nitrophenylselenyl)propyl>naphtho<2,3-b>furan-2(3H)-one (89471-40-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) H₂, 2.) Zn, pyridine / 1.) 10percent Pd/C / 1.) AcOH, 60 deg C, 1 atm, 2.) a) 0 - 5 deg C, 5 min, b) RT, 1 h

2: BBr₃, 15-crown-5, NaI / CH₂Cl₂ / 3 h / -30 °C

3: tributylphosphine, pyridine / 0.5 h / Ambient temperature

With pyridine; 15-crown-5; tributylphosphine; hydrogen; boron tribromide; sodium iodide; zinc; palladium on activated charcoal; In dichloromethane;

DOI:10.1246/bcsj.56.3471

upstream raw materials:

(R)-9-acetyl-6-benzyloxy-7-isopropyl-3-(3-methoxypropyl)-3,4-dimethylnaphtho<2,3-b>furan-2(3H)-one

Downstream raw materials:

(R)-5,6,8,9-tetraacetoxy-7-isopropyl-3,4-dimethyl-3-<3-(o-nitrophenylselenyl)propyl>naphtho<2,3-b>furan-2(3H)-one