2-Methoxy-3-tetrahydropyranyloxy-1-bromobenzene

Base Information

• Chemical Name: 2-Methoxy-3-tetrahydropyranyloxy-1-bromobenzene
• CAS No.: 88289-25-2
• Molecular Formula: C12H15BrO3
• Molecular Weight: 287.153
• DSSTox Substance ID: DTXSID10708984
• Mol file: 88289-25-2.mol

Synonyms:2-(3-Bromo-2-methoxyphenoxy)oxane;2-methoxy-3-tetrahydropyranyloxy-1-bromobenzene;88289-25-2;SCHEMBL11140998;DTXSID10708984;MVZBJTQSNMMCJX-UHFFFAOYSA-N

Chemical Property of 2-Methoxy-3-tetrahydropyranyloxy-1-bromobenzene

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 286.02046
• Heavy Atom Count: 16
• Complexity: 212

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC=C1Br)OC2CCCCO2

Technology Process of 2-Methoxy-3-tetrahydropyranyloxy-1-bromobenzene

There total 6 articles about 2-Methoxy-3-tetrahydropyranyloxy-1-bromobenzene 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:

3,4-dihydro-2H-pyran (110-87-2) + 3-bromo-2-methoxyphenol (88275-88-1) → 2-methoxy-3-tetrahydropyranyloxy-1-bromobenzene (88289-25-2)

Guidance literature:

Reference yield:

2-bromo-6-(2-propenyl)phenol (17269-81-7) → 2-methoxy-3-tetrahydropyranyloxy-1-bromobenzene (88289-25-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / KOt-Bu / 2-methyl-propan-2-ol

2: basic alumina (Woelm, akt I) / hexane; ethyl acetate / by eluting through a column

3: O₃

4: m-chloroperbenzoic acid / CH₂Cl₂

With aluminum oxide; potassium tert-butylate; ozone; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; ethyl acetate; tert-butyl alcohol;

DOI:10.1016/0040-4039(84)80039-8

Reference yield:

3-bromo-2-methyloxybenzaldehyde (88275-87-0) → 2-methoxy-3-tetrahydropyranyloxy-1-bromobenzene (88289-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1016/0040-4039(84)80039-8

upstream raw materials:

3-bromo-2-methoxyphenol

2-bromo-6-(2-propenyl)phenol

3-bromo-2-methyloxybenzaldehyde

(E)-3-Bromo-2-methoxy-1-prop-1-enylbenzene

Downstream raw materials:

(1S,2R,3R,4R)-2-[2-Methoxy-3-(tetrahydro-pyran-2-yloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentanol

(1R,2R,3R,4R)-2-[2-Methoxy-3-(tetrahydro-pyran-2-yloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentanol

2-{(1R,2R,3R,5R)-5-Hydroxy-3-(tetrahydro-pyran-2-yloxy)-2-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentylmethyl}-6-(tetrahydro-pyran-2-yloxy)-phenol

(2R,3R,4R)-2-[2-Methoxy-3-(tetrahydro-pyran-2-yloxy)-benzyl]-4-(tetrahydro-pyran-2-yloxy)-3-[(E)-(S)-3-(tetrahydro-pyran-2-yloxy)-oct-1-enyl]-cyclopentanone