4-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-6-methyl-3-(2-oxopropyl)-2H-pyran-2-one

Base Information

• Chemical Name: 4-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-6-methyl-3-(2-oxopropyl)-2H-pyran-2-one
• CAS No.: 125119-52-0
• Molecular Formula: C₁₅H₂₈O₄Si
• Molecular Weight: 300.47
• Mol file: 125119-52-0.mol

Synonyms:2H-Pyran-2-one,4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-methyl-3-(2-oxopropyl)-,(3a,4a,6a)- (9CI); 2H-Pyran-2-one,4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]tetrahydro-6-methyl-3-(2-oxopropyl)-,(3a,4a,6a)-(?à)-

Chemical Property of 4-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-6-methyl-3-(2-oxopropyl)-2H-pyran-2-one

Chemical Property:

• Vapor Pressure: 8.89E-06mmHg at 25°C
• Boiling Point: 373.5°Cat760mmHg
• Flash Point: 149.3°C
• PSA: 52.60000
• Density: 0.99g/cm³
• LogP: 3.30750

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-6-methyl-3-(2-oxopropyl)-2H-pyran-2-one

There total 6 articles about 4-(tert-butyldimethylsiloxy)-3,4,5,6-tetrahydro-6-methyl-3-(2-oxopropyl)-2H-pyran-2-one 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: 53.0%

(3aR,6R,7aR)-2-Hydroxy-2,6-dimethyl-hexahydro-furo[3,2-c]pyran-4-one (125119-55-3) + tert-butyldimethylsilyl chloride (18162-48-6) → (3R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-3-(2-oxo-propyl)-tetrahydro-pyran-2-one (125119-52-0)

Guidance literature:

DOI:10.1016/S0040-4039(00)99149-4

Reference yield:

(1S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(5-methyl-furan-2-yl)-butan-1-ol (125119-48-4,125144-14-1) → (3R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-3-(2-oxo-propyl)-tetrahydro-pyran-2-one (125119-52-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 65 percent / m-CPBA

2: 77 percent / HF

3: 42 percent / HF

4: 53 percent

With 3-chloro-benzenecarboperoxoic acid; hydrogen fluoride;

DOI:10.1016/S0040-4039(00)99149-4

Reference yield:

(1R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(5-methyl-furan-2-yl)-butan-1-ol (125119-48-4,125144-14-1) → (3R,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methyl-3-(2-oxo-propyl)-tetrahydro-pyran-2-one (125119-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / m-CPBA

2: 62 percent / HF

3: 53 percent

With 3-chloro-benzenecarboperoxoic acid; hydrogen fluoride;

DOI:10.1016/S0040-4039(00)99149-4

upstream raw materials:

(3aR,6R,7aR)-2-Hydroxy-2,6-dimethyl-hexahydro-furo[3,2-c]pyran-4-one

tert-butyldimethylsilyl chloride

(1R,3S,5R)-1,3-Dimethyl-2,9-dioxa-bicyclo[3.3.1]non-7-en-6-one

(1S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-1-(5-methyl-furan-2-yl)-butan-1-ol