(R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate

Base Information

• Chemical Name: (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate
• CAS No.: 1422553-74-9
• Molecular Formula: C₂₁H₃₄O₃Si
• Molecular Weight: 362.585
• Mol file: 1422553-74-9.mol

Synonyms:(R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate

Chemical Property of (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate

There total 4 articles about (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate 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: 68.0%

(R)-2-Phenylpropionic acid (7782-26-5) + (R)-6-{[1-(tert-Butyl)-1,1-dimethylsilyl]oxy}hex-1-en-3-ol → (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate (1422553-74-9)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2013.01.014

Reference yield:

(2R,3R)-3-phenyl-butane-1,2-diol (121840-97-9) → (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate (1422553-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate; sodium hydrogencarbonate / dichloromethane / 4 h / 0 - 20 °C

2: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / tert-butyl alcohol / 2 h / 0 - 20 °C

3: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 0 - 20 °C

With dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In dichloromethane; tert-butyl alcohol; 3: |Steglich Esterification;

DOI:10.1016/j.tet.2013.01.014

Reference yield:

(R)-2-phenylpropanal (93-53-8) → (R)-((R)-6-(tert-butyldimethylsilyloxy)-hex-1-en-3-yl) 2-phenylpropanoate (1422553-74-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene / tert-butyl alcohol / 2 h / 0 - 20 °C

2: dicyclohexyl-carbodiimide; dmap / dichloromethane / 2 h / 0 - 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate dihydrate; 2-methyl-but-2-ene; dicyclohexyl-carbodiimide; In dichloromethane; tert-butyl alcohol; 2: |Steglich Esterification;

DOI:10.1016/j.tet.2013.01.014

upstream raw materials:

(R)-2-Phenylpropionic acid

(E)-3-phenylpropenal

(2R,3R)-3-phenyl-butane-1,2-diol

(R)-2-phenylpropanal

Downstream raw materials:

(R)-((R)-6-hydroxyhex-1-en-3-yl) 2-phenylpropanoate

(R)-((R)-6-azidohex-1-en-3-yl) 2-phenylpropanoate

(R)-methyl 5-azido-2-((R)-2-phenylpropanoyloxy)pentanoate

(R)-((R)-2-oxopiperidin-3-yl) 2-phenylpropanoate