7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal

Base Information

• Chemical Name: 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal
• CAS No.: 713141-46-9
• Molecular Formula: C₃₀H₄₆O₃Si₂
• Molecular Weight: 510.864
• Mol file: 713141-46-9.mol

Synonyms:

Chemical Property of 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal

There total 10 articles about 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal 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:

5-(benzyloxy)pent-3-yn-1-ol → 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal (713141-46-9)

Guidance literature:

Multi-step reaction with 10 steps

1: imidazole / dimethylformamide

2: H₂ / Pd/CaCO₃ / ethanol

3: Na; NH₃ / tetrahydrofuran

4: 84 percent / (+)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂ / -20 °C

5: (COCl)2; DMSO; Et₃N / CH₂Cl₂

6: NaH / tetrahydrofuran

7: 92 percent / H₂O / CH₂Cl₂ / -30 °C

8: Et₃N; DMAP

9: DIBAL-H / tetrahydrofuran

10: (COCl)2; DMSO; Et₃N / CH₂Cl₂

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; oxalyl dichloride; diethyl (2R,3R)-tartrate; ammonia; water; hydrogen; sodium; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; 4: Sharpless epoxidation / 5: Swern oxidation / 6: Horner-Emmons reaction / 10: Swern oxidation;

DOI:10.3987/COM-04-10034

Reference yield:

1-benzyloxy-5-(tert-butyldimethylsilyloxy)-2-pentyne (713141-44-7) → 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal (713141-46-9)

Guidance literature:

Multi-step reaction with 9 steps

1: H₂ / Pd/CaCO₃ / ethanol

2: Na; NH₃ / tetrahydrofuran

3: 84 percent / (+)-DET; Ti(Oi-Pr)4; TBHP / CH₂Cl₂ / -20 °C

4: (COCl)2; DMSO; Et₃N / CH₂Cl₂

5: NaH / tetrahydrofuran

6: 92 percent / H₂O / CH₂Cl₂ / -30 °C

7: Et₃N; DMAP

8: DIBAL-H / tetrahydrofuran

9: (COCl)2; DMSO; Et₃N / CH₂Cl₂

With titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; oxalyl dichloride; diethyl (2R,3R)-tartrate; ammonia; water; hydrogen; sodium; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; Lindlar's catalyst; In tetrahydrofuran; ethanol; dichloromethane; 3: Sharpless epoxidation / 4: Swern oxidation / 5: Horner-Emmons reaction / 9: Swern oxidation;

DOI:10.3987/COM-04-10034

Reference yield:

7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-en-1-ol → 7-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hept-2-enal (713141-46-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.3987/COM-04-10034

upstream raw materials:

(2S,3R)-4-t-butyldimethylsilyloxy-2,3-epoxy-pentan-1-ol

(Z)-5-<(1,1-dimethylethyl)dimethylsilyloxy>pent-2-en-1-ol

(E)-3-{(2S,3R)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-oxiranyl}-acrylic acid ethyl ester

1-benzyloxy-5-(tert-butyldimethylsilyloxy)-2-pentyne