(-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene

Base Information

• Chemical Name: (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene
• CAS No.: 90744-28-8
• Molecular Formula: C₂₆H₃₆O₄Si
• Molecular Weight: 440.655
• Mol file: 90744-28-8.mol

Synonyms:(-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene

Chemical Property of (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene

There total 3 articles about (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene 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: 96.0%

t-butyldimethylsiyl triflate (69739-34-0) + (R)-(-)-2-Acetyl-5-methoxy-8-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-ol (81504-96-3) → (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene (90744-28-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 15 ℃; for 1h;

DOI:10.1071/CH9850179

Reference yield:

(-)-(2R,1'S)-8-benzyloxy-2-(1'-hydroxyethyl)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol (90744-27-7) → (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene (90744-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Fetizon's reagent / benzene / Heating

2: 96 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 1 h / 15 °C

With 2,6-dimethylpyridine; silver carbonate; In dichloromethane; benzene;

DOI:10.1071/CH9850179

Reference yield:

3-acetyl-5-benzyloxy-8-methoxy-1,2-dihydronaphthalene (88928-63-6) → (-)-(2R)-2-acetyl-8-benzyloxy-2-(t-butyldimethylsilyloxy)-5-methoxy-1,2,3,4-tetrahydronaphthalene (90744-28-8)

Guidance literature:

Multi-step reaction with 3 steps

2: 96 percent / Ag₂CO₃-celite / benzene / Heating

3: 1.) lutidin/CH₂Cl₂, RT; 2.)H+ resin, MeOH_.

With silver carbonate; In benzene;

DOI:10.1016/S0040-4039(01)80201-X

upstream raw materials:

t-butyldimethylsiyl triflate

(R)-(-)-2-Acetyl-5-methoxy-8-(benzyloxy)-1,2,3,4-tetrahydronaphthalen-2-ol

(-)-(2R,1'S)-8-benzyloxy-2-(1'-hydroxyethyl)-5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol

3-acetyl-5-benzyloxy-8-methoxy-1,2-dihydronaphthalene