methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate

Base Information

• Chemical Name: methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate
• CAS No.: 161638-00-2
• Molecular Formula: C₂₂H₂₈O₄Si
• Molecular Weight: 384.547
• Mol file: 161638-00-2.mol

Synonyms:methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate

Chemical Property of methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate

There total 3 articles about methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate 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: 40.0%

(tert-butyldiphenylsilanyloxy)acetaldehyde (115869-43-7) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate (161638-00-2)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane;

DOI:10.1016/S0040-4039(00)78353-5

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate (161638-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Et₃N, 2) DMAP / 1) CH₂Cl₂, room temperature, 2 min, 2) CH₂Cl₂, room temperature, 1 d

2: 280 mg / quinuclidin-3-ol / 720 h / Ambient temperature

With dmap; triethylamine; 3-quinuclidinol;

DOI:10.1016/S0040-4020(97)10260-5

Reference yield:

(Z)-2,2,11,11-tetramethyl-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-ene (145365-08-8) → methyl 4-tert-butyldiphenylsilyloxy-3-hydroxy-2-methylenebutanoate (161638-00-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃; 2.) PPh₃

2: 40 percent / DABCO

With 1,4-diaza-bicyclo[2.2.2]octane; ozone; triphenylphosphine;

DOI:10.1016/S0040-4039(00)78353-5

upstream raw materials:

(tert-butyldiphenylsilanyloxy)acetaldehyde

acrylic acid methyl ester

tert-butylchlorodiphenylsilane

(Z)-2,2,11,11-tetramethyl-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-ene

Downstream raw materials:

4-(tert-Butyl-diphenyl-silanyloxy)-3-hydroxy-2-[2-((1S,4aS,4bR,8aR,10aR)-2,4b,8,8,10a-pentamethyl-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-phenanthren-1-yl)-ethyl]-butyric acid methyl ester

6-(tert-Butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-5-methylene-[1,3]dioxane-4-carbonitrile

4-(tert-Butyl-diphenyl-silanyloxy)-2-methylene-3-trimethylsilanyloxy-butyraldehyde

4-(tert-Butyl-diphenyl-silanyloxy)-2-methylene-3-trimethylsilanyloxy-butan-1-ol