(3R)-3-(tert-Butyldimethylsilyloxy)glutaric acid -1-((R)-(-)-mandelic acid ester

Base Information

• Chemical Name: (3R)-3-(tert-Butyldimethylsilyloxy)glutaric acid -1-((R)-(-)-mandelic acid ester
• CAS No.: 131466-61-0
• Molecular Formula: C19H28O7Si
• Molecular Weight: 396.513
• Mol file: 131466-61-0.mol

Synonyms:(3R)-3-(TERT-BUTYLDIMETHYLSILYLOXY)GLUTARIC ACID 1-((R)-(-)-MANDELIC ACID ESTER);(3R)-3-(Tert-Butyldimethylsilyloxy)Glutaric Acid -1-((R)-(-)-Mandelic Acid Ester;

Chemical Property of (3R)-3-(tert-Butyldimethylsilyloxy)glutaric acid -1-((R)-(-)-mandelic acid ester

Chemical Property:

• PSA: 110.13000
• LogP: 3.61070

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (3R)-3-(tert-Butyldimethylsilyloxy)glutaric acid -1-((R)-(-)-mandelic acid ester

There total 11 articles about (3R)-3-(tert-Butyldimethylsilyloxy)glutaric acid -1-((R)-(-)-mandelic acid 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: 80.0%

(3R)-3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1- ester → (3R)-3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1-<(R)-mandelic acid> ester (131466-61-0)

Guidance literature:

With palladium on activated charcoal; hydrogen;

Reference yield: 61.0%

3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1- ester → (3R)-3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1-<(R)-mandelic acid> ester (131466-61-0) + (3S)-3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1-<(R)-mandelic acid> ester

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate; Yields of byproduct given; Ambient temperature;

DOI:10.1021/jo00104a049

Reference yield:

C21H32O7Si → (3R)-3-<(tert-Butyldimethylsilyl)oxy>pentanedioic acid 1-<(R)-mandelic acid> ester (131466-61-0)

Guidance literature:

C₂₁H₃₂O₇Si; With water; sodium hydroxide; In methanol; at 20 ℃; for 3h;

With hydrogenchloride; In dichloromethane;

upstream raw materials:

(R)-mandelic acid ethyl ester

3-(tert-butyldimethylsilyloxy)glutaric anhydride

(R)-benzyl 2-hydroxy-2-phenyl-acetate

diethyl 3-hydroxyglutarate

Downstream raw materials:

methyl (3R)-3-(tert-butyldimethylsilyloxy)-5-oxo-6-triphenylphosphoranylidenehexanoate

methyl (3R,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3-hydroxy-5-oxohept-6-enoate

hydrogen (3R)-1-methyl 3-[(tert-butyldimethylsilyl)-oxy]pentanedioate benzylamine salt

C₁₅H₂₈O₇Si