1-Azaspiro[5.5]undec-8-ene, 7-butyl-1-(phenylmethyl)-9-[(trimethylsilyl)oxy]-

Base Information

• Chemical Name: 1-Azaspiro[5.5]undec-8-ene, 7-butyl-1-(phenylmethyl)-9-[(trimethylsilyl)oxy]-
• CAS No.: 88204-70-0
• Molecular Formula: C₂₄H₃₉NOSi
• Molecular Weight: 385.665
• Mol file: 88204-70-0.mol

Synonyms:

Chemical Property of 1-Azaspiro[5.5]undec-8-ene, 7-butyl-1-(phenylmethyl)-9-[(trimethylsilyl)oxy]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Azaspiro[5.5]undec-8-ene, 7-butyl-1-(phenylmethyl)-9-[(trimethylsilyl)oxy]-

There total 1 articles about 1-Azaspiro[5.5]undec-8-ene, 7-butyl-1-(phenylmethyl)-9-[(trimethylsilyl)oxy]- 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:

n-butyllithium (109-72-8,29786-93-4) + chloro-trimethyl-silane (75-77-4) + 1-benzyl-1-azaspiro<5.5>undec-7-en-9-one (77204-60-5) → 1-Benzyl-7-butyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene (88204-70-0)

Guidance literature:

With copper(l) iodide; triethylamine; Yield given. Multistep reaction; 1.) THF, -30 deg C, 2.) -20 deg C, 0.5 h, 20 deg C, 1 h;

Reference yield:

1-Benzyl-7-butyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene (88204-70-0) → (6RS,7RS,8RS)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol (83602-28-2)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.05 h / -78 °C

2: 63 percent / hydrogen peroxide, glacial acetic acid / H₂O / 0.5 h / Ambient temperature

3: 99 percent / sodium borohydride / methanol / 0.5 h / 0 °C

4: 94 percent / aluminium chloride, lithium aluminium hydride / diethyl ether / 1 h / 0 °C

5: 1.) sodium borohydride, boron trifluoride, 2.) sodium hydroxide, aq. 30percent hydrogen peroxide / 1.) THF, ether, room temperature, 0.5 h, 50 deg C, 1 h, 2.) 35 deg C, 4 h

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride; dihydrogen peroxide; acetic acid; In tetrahydrofuran; methanol; diethyl ether; water;

Reference yield:

1-Benzyl-7-butyl-9-trimethylsilanyloxy-1-aza-spiro[5.5]undec-8-ene (88204-70-0) → (6RS,7SR,8SR)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol (83562-31-6)

Guidance literature:

Multi-step reaction with 5 steps

1: tetrahydrofuran / 0.05 h / -78 °C

2: 63 percent / hydrogen peroxide, glacial acetic acid / H₂O / 0.5 h / Ambient temperature

3: 99 percent / sodium borohydride / methanol / 0.5 h / 0 °C

4: 94 percent / aluminium chloride, lithium aluminium hydride / diethyl ether / 1 h / 0 °C

5: 1.) sodium borohydride, boron trifluoride, 2.) sodium hydroxide, aq. 30percent hydrogen peroxide / 1.) THF, ether, room temperature, 0.5 h, 50 deg C, 1 h, 2.) 35 deg C, 4 h

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; boron trifluoride; dihydrogen peroxide; acetic acid; In tetrahydrofuran; methanol; diethyl ether; water;

upstream raw materials:

n-butyllithium

chloro-trimethyl-silane

1-benzyl-1-azaspiro<5.5>undec-7-en-9-one

Downstream raw materials:

(+/-)-depentylperhydrohistrionicotoxin

(6RS,7RS,8RS)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol

(6RS,7SR,8SR)-7-n-Butyl-N-benzyl-1-azaspiro<5.5>undecan-8-ol

1-benzyl-7-butyl-1-azaspirocyclo<5.5>undec-7-ene