3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester

Base Information

• Chemical Name: 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester
• CAS No.: 144543-30-6
• Molecular Formula: C₃₆H₃₆N₂O₇SSi
• Molecular Weight: 668.843
• Mol file: 144543-30-6.mol

Synonyms:3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester

Chemical Property of 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester

There total 7 articles about 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl 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:

3,5-dinitrobenzoic acid (99-34-3) → 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester (144543-30-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 68 percent / tributylphosphine / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 0 °C

With dmap; tributylphosphine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,2-dimethoxyethane; dichloromethane; water;

Reference yield:

(Z)-2-Bromo-5-trimethylsilanyl-pent-2-en-4-ynoic acid ethyl ester (124044-21-9) → 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester (144543-30-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 94 percent / diisobutylaluminum hydride / hexane; toluene / a) -78 deg C, 30 min, b) 0 deg C, 30 min

2: 95 percent / 4-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 3.5 h / 23 °C

3: 1.) tert-butyllithium / 1.) THF, Et₂O, pentane, -120 deg C, 2.) THF, Et₂O, pentane, from -120 to -40 deg C, 3 h

4: 1.) lithium diisopropylamide, Cerium(III) chloride / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 40 min

5: 64 percent / NaH / tetrahydrofuran; methanol / 4 h / 0 °C

6: 82 percent / 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

7: 68 percent / tributylphosphine / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 0 °C

With dmap; cerium(III) chloride; tributylphosphine; tert.-butyl lithium; sodium hydride; diisobutylaluminium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; hexane; dichloromethane; water; toluene;

Reference yield:

(1,1-dimethylethyl)<(2-bromo-2-pentene-5-trimethylsilyl-4-ynyl)oxy>diphenylsilane (124044-22-0) → 3,5-Dinitro-benzoic acid (Z)-2-(tert-butyl-diphenyl-silanyloxymethyl)-1-[1-(2-mercapto-ethyl)-cyclopropylethynyl]-pent-2-en-4-ynyl ester (144543-30-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) tert-butyllithium / 1.) THF, Et₂O, pentane, -120 deg C, 2.) THF, Et₂O, pentane, from -120 to -40 deg C, 3 h

2: 1.) lithium diisopropylamide, Cerium(III) chloride / 1.) THF, -78 deg C, 30 min, 2.) THF, -78 deg C, 40 min

3: 64 percent / NaH / tetrahydrofuran; methanol / 4 h / 0 °C

4: 82 percent / 1-(3-(dimethylamino)propyl)-3-ethylcarbodiimide hydrochloride, 4-(dimethylamino)pyridine / CH₂Cl₂ / 0.5 h / 0 °C

5: 68 percent / tributylphosphine / 1,2-dimethoxy-ethane; H₂O / 0.5 h / 0 °C

With dmap; cerium(III) chloride; tributylphosphine; tert.-butyl lithium; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water;

upstream raw materials:

3,5-dinitrobenzoic acid

(Z)-ethyl 2-bromo-3-ethynyl-(trimethylsilyl)propenoate

(Z)-2-Bromo-5-trimethylsilanyl-pent-2-en-4-ynoic acid ethyl ester

(1,1-dimethylethyl)<(2-bromo-2-pentene-5-trimethylsilyl-4-ynyl)oxy>diphenylsilane