3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde

Base Information

• Chemical Name: 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde
• CAS No.: 115288-69-2
• Molecular Formula: C₁₅H₂₄O₂Si
• Molecular Weight: 264.44
• Mol file: 115288-69-2.mol

Synonyms:3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde

Chemical Property of 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde

There total 1 articles about 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde 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:

chlorodimethyl(1,1,2-trimethylpropyl)silane (67373-56-2) + meta-hydroxybenzaldehyde (100-83-4) → 3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde (115288-69-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 70 ℃;

DOI:10.1021/ja00223a052

Reference yield:

3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde (115288-69-2) → (1S,5R,6R)-4-{3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzyl}-6-hydroxymethyl-3,8-diaza-bicyclo[3.2.1]octan-2-one (115288-76-1)

Guidance literature:

Multi-step reaction with 7 steps

1: t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / -78 °C

2: NH₃ / methanol / Ambient temperature

3: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / -20 °C

4: NaBH₄ / methanol; CH₂Cl₂ / -20 °C

5: HgCl₂, CSA / acetonitrile; H₂O / 0.33 h / 40 °C

6: 59 percent / NaBH₄ / methanol; CH₂Cl₂ / 0 °C

7: H₂ / Ra-Ni (W₂) / ethanol / 1.5 h / 100 °C / 103430 Torr

With dmap; sodium tetrahydroborate; camphor-10-sulfonic acid; potassium tert-butylate; ammonia; hydrogen; triethylamine; mercury dichloride; Ra-Ni (W₂); In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ja00223a052

Reference yield:

3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzaldehyde (115288-69-2) → C28H33N3O6 (115288-94-3)

Guidance literature:

Multi-step reaction with 25 steps

1: t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran / -78 °C

2: NH₃ / methanol / Ambient temperature

3: 82 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h / -20 °C

4: NaBH₄ / methanol; CH₂Cl₂ / -20 °C

5: HgCl₂, CSA / acetonitrile; H₂O / 0.33 h / 40 °C

6: 59 percent / NaBH₄ / methanol; CH₂Cl₂ / 0 °C

7: H₂ / Ra-Ni (W₂) / ethanol / 1.5 h / 100 °C / 103430 Torr

8: NaHCO₃ / ethanol / Ambient temperature

9: 78 percent / Br₂ / CH₂Cl₂ / Ambient temperature

10: 100 percent / pyridine / 0.17 h / 60 °C

11: 92 percent / DMAP, Et₃N / 1,2-dichloro-ethane / 0.5 h / 80 °C

12: 97 percent / NaBH₄ / methanol / 0 °C

13: 97 percent / n-Bu₄NF / tetrahydrofuran / Ambient temperature

14: Ambient temperature

15: methanol / 0.33 h / 120 °C

16: 83 percent / K₂CO₃ / acetone / 2 h / Ambient temperature

17: 1) (COCl)2, Et₃N; 2) ZnCl₂ / 1) DMSO, CH₂Cl₂, -78 deg C; 2) CH₂Cl₂, r. t.

18: NaHCO₃ / methanol / 2 h / Ambient temperature

19: K₂CO₃ / acetone / 2.5 h / 60 °C

20: 92 percent / n-Bu₃SnH, AIBN / toluene / 0.25 h / 120 °C

21: TFA / Ambient temperature

22: Et₃N / CH₂Cl₂ / 0 °C

23: 81 percent / NaBH₄ / methanol / 0 °C

24: 90 percent / Et₃N / CH₂Cl₂ / 80 °C

25: 3 N NaOH / methanol / Ambient temperature

With pyridine; dmap; sodium hydroxide; sodium tetrahydroborate; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; hydrogen; bromine; tri-n-butyl-tin hydride; sodium hydrogencarbonate; potassium carbonate; triethylamine; trifluoroacetic acid; mercury dichloride; zinc(II) chloride; Ra-Ni (W₂); In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetone; toluene; acetonitrile; tert-butyl alcohol;

DOI:10.1021/ja00223a052

upstream raw materials:

chlorodimethyl(1,1,2-trimethylpropyl)silane

meta-hydroxybenzaldehyde

Downstream raw materials:

(1S,5R,6R)-4-{3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-benzyl}-6-hydroxymethyl-3,8-diaza-bicyclo[3.2.1]octan-2-one

quinocarcin

C₁₉H₂₃N₃O₄

3-[1-{3-[Dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-phenyl}-meth-(Z)-ylidene]-6-((E)-3-phenylsulfanyl-allyl)-piperazine-2,5-dione