(1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol

Base Information

• Chemical Name: (1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol
• CAS No.: 607405-54-9
• Molecular Formula: C₂₅H₃₈O₄
• Molecular Weight: 402.574

Synonyms:(1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol

Chemical Property of (1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of (1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol

There total 1 articles about (1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-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: 83.0%

3-benzyloxypropyl iodide (5375-00-8) + (1S,4S,5R)-4,7,7-Trimethyl-5-(tetrahydro-pyran-2-yloxy)-bicyclo[2.2.1]heptan-2-one → (1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol (607405-54-9)

Guidance literature:

3-benzyloxypropyl iodide; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃; for 1h;

With cerium(III) chloride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane; at -78 ℃; for 0.5h;

(1S,4S,5R)-4,7,7-Trimethyl-5-(tetrahydro-pyran-2-yloxy)-bicyclo[2.2.1]heptan-2-one; In tetrahydrofuran; diethyl ether; pentane; at -78 - 20 ℃; for 1.5h;

DOI:10.1021/jo0301346

Reference yield: 77.0%

(1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol (607405-54-9) → 2-[[(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]oxy]tetrahydro-2H-pyran (607405-55-0)

Guidance literature:

With pyridine; thionyl chloride; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo0301346

Reference yield: 75.0%

(1S,2S,4S,5R)-2-[3-(benzyloxy)propyl]-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]heptan-2-ol (607405-54-9) → (1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol (607405-56-1)

Guidance literature:

With methanol; toluene-4-sulfonic acid;

DOI:10.1021/jo0301346

upstream raw materials:

3-benzyloxypropyl iodide

Downstream raw materials:

(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol

2-[[(1S,2R,4R)-5-[3-(benzyloxy)propylidene]-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl]oxy]tetrahydro-2H-pyran

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