(1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene

Base Information

• Chemical Name: (1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene
• CAS No.: 173913-46-7
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.306
• Mol file: 173913-46-7.mol

Synonyms:(1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene

Chemical Property of (1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene

There total 1 articles about (1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene 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:

1-bromo-4-methoxy-benzene (104-92-7) + (1R,2S,6S,7S)-4,10-Dioxa-tricyclo[5.2.1.02,6]dec-8-en-3-ol → (1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene (173913-46-7)

Guidance literature:

With magnesium; zinc dibromide; Yield given. Multistep reaction; 1) THF, 0 deg C; 2) THF, 0 deg C, 10 min; 3) THF, rt, overnight;

DOI:10.1021/jo9514533

Reference yield: 78.0%

(1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene (173913-46-7) → (1S,2R,5S,6S,7R)-4,10-dioxa-5-(p-methoxyphenyl)tricyclo<5.2.1.02,6>dec-8-en-3-one (173913-47-8)

Guidance literature:

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1021/jo9514533

Reference yield:

(1R,2R,3S,4S,1'S)-2-<1'-(p-methoxyphenyl)hydroxymethyl>-3-(hydroxymethyl)-7-oxabicyclo<2.2.1>-5-heptene (173913-46-7) → (S)-5-(4-methoxyphenyl)furan-2(5H)-one

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / 4 Angstroem molecular sieves, 4-methylmorpholine N-oxide, tetzrapropylammonium perruthenate / CH₂Cl₂ / 1 h / Ambient temperature

2: toluene / 2 h / Heating

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; toluene;

DOI:10.1021/jo9514533

upstream raw materials:

1-bromo-4-methoxy-benzene

Downstream raw materials:

(1S,2R,5S,6S,7R)-4,10-dioxa-5-(p-methoxyphenyl)tricyclo<5.2.1.0^2,6>dec-8-en-3-one