(Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal

Base Information

• Chemical Name: (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal
• CAS No.: 124044-23-1
• Molecular Formula: C₂₅H₃₂O₂Si₂
• Molecular Weight: 420.699
• Mol file: 124044-23-1.mol

Synonyms:(Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal

Chemical Property of (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal

There total 4 articles about (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal 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: 71.0%

(1,1-dimethylethyl)<(2-bromo-2-pentene-5-trimethylsilyl-4-ynyl)oxy>diphenylsilane (124044-22-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal (124044-23-1)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; diethyl ether; pentane; at -120 - -40 ℃;

DOI:10.1016/S0040-4039(01)93407-0

Reference yield:

(Z)-ethyl 2-bromo-3-ethynyl-(trimethylsilyl)propenoate (124044-30-0) → (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal (124044-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 4-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 3.5 h / 23 °C

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

With dmap; tert.-butyl lithium; triethylamine; In tetrahydrofuran;

Reference yield:

(Z)-2-Bromo-5-trimethylsilanyl-pent-2-en-4-ynoic acid ethyl ester (124044-21-9) → (Z)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-5-trimethylsilanyl-pent-2-en-4-ynal (124044-23-1)

Guidance literature:

Multi-step reaction with 3 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

With dmap; tert.-butyl lithium; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; toluene;

upstream raw materials:

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

N,N-dimethyl-formamide

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

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

Downstream raw materials:

3,5-Dinitro-benzoic acid (R)-1-[(Z)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-1-en-3-ynyl]-4,4-dimethyl-6-propyldisulfanyl-hex-2-ynyl ester

3,5-Dinitro-benzoic acid (R)-1-[(Z)-1-(tert-butyl-diphenyl-silanyloxymethyl)-but-1-en-3-ynyl]-6-mercapto-4,4-dimethyl-hex-2-ynyl ester

(Z)-(R)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-8,8-dimethyl-10-propyldisulfanyl-dec-3-ene-1,6-diyn-5-ol

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