(-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate

Base Information

• Chemical Name: (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate
• CAS No.: 131613-66-6
• Molecular Formula: C₂₉H₄₈O₆Si₂
• Molecular Weight: 548.868
• Mol file: 131613-66-6.mol

Synonyms:(-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate

Chemical Property of (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate

There total 94 articles about (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate 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: 98.0%

3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid (R)-1-methyl-2-((R)-6-oxo-4-phenylsulfanyl-tetrahydro-pyran-2-yl)-ethyl ester (873876-96-1) → (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate (131613-66-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃;

DOI:10.1021/ol052333c

Reference yield: 98.0%

3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid (2R,4R)-2-((R)-2-{3-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-propyl)-6-oxo-tetrahydro-pyran-4-yl ester (129987-27-5) → (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate (131613-66-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 0.166667h; Ambient temperature;

Reference yield: 85.0%

3,4-bis(O-tert-butyldimethylsilyl)-3,4-dihydroxyhydrocinnamic acid (116511-71-8) + (S)-6-[(R)-2-hydroxypropyl]-5,6-dihydro-2H-pyran-2-one (182219-59-6) → (-)-<5(S),7(R)>-7-<5-(oct-2-enolide)-3',4'-bis-(t-butyldimethylsilyloxy)>-dihydrocinnamate (131613-66-6)

Guidance literature:

With dicyclohexyl-carbodiimide; dmap; In dichloromethane; for 5h;

DOI:10.1016/j.tetlet.2005.07.056

upstream raw materials:

3-[3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid (2R,4R)-2-((R)-2-{3-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-propyl)-6-oxo-tetrahydro-pyran-4-yl ester

3,4-bis(O-tert-butyldimethylsilyl)-3,4-dihydroxyhydrocinnamic acid

(S)-6-[(R)-2-hydroxypropyl]-5,6-dihydro-2H-pyran-2-one

Acrylic acid (S)-1-((R)-2-{3-[3,4-bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionyloxy}-propyl)-but-3-enyl ester

Downstream raw materials:

(R)-1-methyl-2-[(S)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl 3-(3,4-dihydroxyphenyl)propanoate

3-(3,4-Dihydroxy-phenyl)-propionic acid (R)-1-methyl-2-((S)-6-oxo-3,6-dihydro-2H-pyran-2-yl)-ethyl ester