(R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester

Base Information

• Chemical Name: (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester
• CAS No.: 87118-55-6
• Molecular Formula: C₂₂H₂₈O₅Si
• Molecular Weight: 400.547
• Mol file: 87118-55-6.mol

Synonyms:(R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester

Chemical Property of (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester

There total 9 articles about (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester 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: 99.0%

3-[(tert-butyldiphenylsilyl)oxy]pentanedioic anhydride (923027-82-1) + methanol (67-56-1) → (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester (87118-55-6)

Guidance literature:

With textile immobilized (9S)-9-(3,5-di(trifluoromethyl)phenyl)sulfonamido-9-deoxyquinidine; In tert-butyl methyl ether; at 20 ℃; for 14h; enantioselective reaction;

DOI:10.1126/science.1242196

Reference yield: 87.0%

(R)-3-hydroxypentanedioic acid monomethyl ester (87118-53-4) + tert-butylchlorodiphenylsilane (58479-61-1) → (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester (87118-55-6)

Guidance literature:

With 1H-imidazole; dmap; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/jo00378a007

Reference yield: 80.0%

C38H46O5Si2 (87118-65-8) → (R)-((3-tert-butyldiphenylsillyl)oxy)pentanedioic acid monomethyl ester (87118-55-6)

Guidance literature:

With potassium hydroxide; water; In tert-butyl alcohol; at 50 ℃; for 2h;

DOI:10.1016/S0040-4039(00)88094-6

upstream raw materials:

C₃₈H₄₆O₅Si₂

(R)-3-hydroxypentanedioic acid monomethyl ester

tert-butylchlorodiphenylsilane

3-[(tert-butyldiphenylsilyl)oxy]pentanedioic anhydride

Downstream raw materials:

(R)-4-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyraldehyde

(R)-4-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-3-(tert-butyl-diphenyl-silanyloxy)-butyric acid methyl ester

(2E,4E)-(R)-8-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-7-(tert-butyl-diphenyl-silanyloxy)-octa-2,4-dienoic acid methyl ester

(E)-3-{3-[(R)-3-{2-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-[1,3]dioxolan-2-yl}-2-(tert-butyl-diphenyl-silanyloxy)-propyl]-oxiranyl}-acrylic acid methyl ester

Refernces

• 1、 -. "CINCHONA-BASED BIFUNCTIONAL ORGANOCATALYSTS AND METHOD FOR PREPARING CHIRAL HEMIESTERS USING THE SAME". Page/Page column 20; 25. . Retrieved 2011/09/20.
• 2、 Wipf, Peter,Grenon, Michel. "Toward the total synthesis of lophotoxin - New methodologies and synthetic strategies". . p. 1226 - 1241. Retrieved 2007/10/03.