1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

Base Information

• Chemical Name: 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol
• CAS No.: 690629-99-3
• Molecular Formula: C₂₂H₃₃NO₅
• Molecular Weight: 391.508
• Mol file: 690629-99-3.mol

Synonyms:1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

Chemical Property of 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

There total 5 articles about 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol 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: 95.0%

1-O-(N-Boc-L-leucyl)-2-[(Z)-3-(1-tert-butyl-1,1-dimethylsilyloxy)-1-propenyl]-3,6-dimethylphenol (690629-95-9) → 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol (690629-99-3)

Guidance literature:

With acetic acid; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/j.bioorg.2003.12.002

Reference yield:

2,5-Dimethylphenol (95-87-4) → 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol (690629-99-3)

Guidance literature:

Multi-step reaction with 5 steps

1: MeSO₃H / 90 °C

2: lithium aluminum hydride

3: 4-dimethylaminopyridine / 0 °C

4: 95 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

5: 95 percent / acetic acid / tetrahydrofuran; H₂O / 20 °C

With dmap; lithium aluminium tetrahydride; methanesulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.bioorg.2003.12.002

Reference yield:

5,8-dimethyl-2H-1-benzopyran-2-one (50396-54-8) → 1-O-(N-Boc-L-leucyl)-2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol (690629-99-3)

Guidance literature:

Multi-step reaction with 4 steps

1: lithium aluminum hydride

2: 4-dimethylaminopyridine / 0 °C

3: 95 percent / N,N'-dicyclohexylcarbodiimide; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

4: 95 percent / acetic acid / tetrahydrofuran; H₂O / 20 °C

With dmap; lithium aluminium tetrahydride; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1016/j.bioorg.2003.12.002

upstream raw materials:

1-O-(N-Boc-L-leucyl)-2-[(Z)-3-(1-tert-butyl-1,1-dimethylsilyloxy)-1-propenyl]-3,6-dimethylphenol

2,5-Dimethylphenol

5,8-dimethyl-2H-1-benzopyran-2-one

2-[(Z)-3-hydroxy-1-propenyl]-3,6-dimethylphenol

Downstream raw materials:

(Z)-3-[2-(1-N-Boc-L-leucyl)-3,6-dimethylphenyl]-2-propenoic acid

1-O-(N-Boc-L-leucyl)-3,6-dimethyl-2-[(Z)-3-oxo-1-propenyl]phenol