Heptanoic acid, 7-t-butyldimethylsilyloxy-

Base Information

• Chemical Name: Heptanoic acid, 7-t-butyldimethylsilyloxy-
• CAS No.: 77744-45-7
• Molecular Formula: C13H28 O3 Si
• Molecular Weight: 260.449
• Mol file: 77744-45-7.mol

Synonyms:7-[(tert-Butyldimethylsilyl)oxy]heptanoicacid

Chemical Property of Heptanoic acid, 7-t-butyldimethylsilyloxy-

Chemical Property:

• PSA: 46.53000
• LogP: 4.04330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Heptanoic acid, 7-t-butyldimethylsilyloxy-

There total 15 articles about Heptanoic acid, 7-t-butyldimethylsilyloxy- 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%

(E)-7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-enoic acid benzyl ester (125878-09-3) → 7-((tert-butyldimethylsilyl)oxy)heptanoic acid (77744-45-7)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; for 24h;

DOI:10.1021/ja00164a026

Reference yield: 90.0%

7-hydroxyheptanoic acid (3710-42-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 7-((tert-butyldimethylsilyl)oxy)heptanoic acid (77744-45-7)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2016.08.086

Reference yield: 80.0%

7-[(tert-butyldimethylsilyl)oxy]heptanal (109529-06-8) → 7-((tert-butyldimethylsilyl)oxy)heptanoic acid (77744-45-7)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; In water; tert-butyl alcohol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0033-1339500

upstream raw materials:

oxocan-2-one

tert-butyldimethylsilyl chloride

(E)-7-(tert-Butyl-dimethyl-silanyloxy)-hept-2-enoic acid benzyl ester

1 ,5-pentanediol

Downstream raw materials:

(E)-7-(7-Hydroxy-heptanoyloxy)-hept-2-enoic acid benzyl ester

C₃₀H₅₀INO₃Si

(S)-4-benzyl-3-[(R)-6-methyloct-7-enoyl]oxazolidin-2-one

(S)-4-benzyl-3-[(2S,6R)-2,6-dimethyloct-7-enoyl]oxazolidin-2-one

Refernces

• 1、 Rao, Kulakarnisripad,Ghosh, Subhash. "Synthetic studies of carolacton: Enantioselective total synthesis of C1-C8 and C9-C19 fragments of the molecule". . p. 2745 - 2751. Retrieved 2013/10/22.
• 2、 Nicolaou,Hwang,Marron,DeFrees,Couladouros,Abe,Carroll,Snyder. "Bridging of macrodithionolactones to bicyclic systems. Synthesis and modeling of oxapolycyclic frameworks". . p. 3040 - 3054. Retrieved 2007/10/02.