(S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester

Base Information

• Chemical Name: (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester
• CAS No.: 161907-03-5
• Molecular Formula: C₃₉H₄₃NO₃Si₂
• Molecular Weight: 629.946
• Mol file: 161907-03-5.mol

Synonyms:

Chemical Property of (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester

There total 6 articles about (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl 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: 68.0%

(trimethylsilyl)ethynylmagnesium bromide (61210-52-4) + phenyl chloroformate (1885-14-9) + 4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-quinoline (161907-02-4) → (R)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester + (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester (161907-03-5)

Guidance literature:

In dichloromethane; at -78 ℃;

DOI:10.1016/0040-4039(94)80032-4

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester (161907-03-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / imidazol / dimethylformamide / 19 h / 70 °C

2: 68 percent / CH₂Cl₂ / -78 °C

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(94)80032-4

Reference yield:

Acetic acid (R)-1-quinolin-4-yl-ethyl ester (161824-74-4) → (S)-4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-trimethylsilanylethynyl-2H-quinoline-1-carboxylic acid phenyl ester (161907-03-5)

Guidance literature:

Multi-step reaction with 3 steps

2: 86 percent / imidazol / dimethylformamide / 19 h / 70 °C

3: 68 percent / CH₂Cl₂ / -78 °C

With 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(94)80032-4

upstream raw materials:

(trimethylsilyl)ethynylmagnesium bromide

phenyl chloroformate

4-[(R)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-quinoline

4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-quinoline

Downstream raw materials:

(1aR,2R,7bS)-7b-Acetyl-2-((Z)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl)-1a,7b-dihydro-2H-1-oxa-3-aza-cyclopropa[a]naphthalene-3-carboxylic acid phenyl ester

(1aR,2R,7bS)-7b-Acetyl-2-ethynyl-1a,7b-dihydro-2H-1-oxa-3-aza-cyclopropa[a]naphthalene-3-carboxylic acid phenyl ester

(1aR,2R,7bR)-2-Ethynyl-7b-((R)-1-hydroxy-ethyl)-1a,7b-dihydro-2H-1-oxa-3-aza-cyclopropa[a]naphthalene-3-carboxylic acid phenyl ester

(S)-2-Ethynyl-4-((R)-1-hydroxy-ethyl)-2H-quinoline-1-carboxylic acid phenyl ester