(3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole

Base Information

• Chemical Name: (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole
• CAS No.: 869991-61-7
• Molecular Formula: C₂₅H₃₁Br₂ClN₂Si
• Molecular Weight: 582.881
• Mol file: 869991-61-7.mol

Synonyms:(3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole

Chemical Property of (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole

There total 6 articles about (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole 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:

(E)-trichloro-(β-methylcrotyl)silane (67754-00-1) + (1R,2R)-N,N'-di(4'-bromobenzyl)-1,2-diaminocyclohexane (546084-44-0) → (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole (869991-61-7)

Guidance literature:

(E)-trichloro-(β-methylcrotyl)silane; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.166667h; Inert atmosphere;

(1R,2R)-N,N'-di(4'-bromobenzyl)-1,2-diaminocyclohexane; In dichloromethane; at 0 - 20 ℃; for 19.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b01601

Reference yield:

isoprene (78-79-5,9003-31-0) → (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole (869991-61-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / Cl₃SiH / Pd(PPh₃)4 / 15 h / 25 °C

2: 69 percent / diazabicycloundecane / CH₂Cl₂ / 0 - 20 °C

With diazabicycloundecane; trichlorosilane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane;

DOI:10.1021/jo051525i

Reference yield:

Tiglic acid (80-59-1) → (3aR,7aR)-1,3-bis(4-bromobenzyl)-2-chloro-2-((E)-2-methylbut-2-enyl)octahydro-1H-benzo[d]-1,3,2-diazasilole (869991-61-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C / Inert atmosphere

2.1: 1,1,1,3,3,3-hexachloro-propan-2-one; triphenylphosphine / 5 - 20 °C / Inert atmosphere

3.1: copper(l) chloride; tributyl-amine; trichlorosilane / diethyl ether / 25 h / 0 - 20 °C / Inert atmosphere

4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4.2: 19.5 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; tributyl-amine; 1,1,1,3,3,3-hexachloro-propan-2-one; trichlorosilane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; copper(l) chloride; In diethyl ether; dichloromethane;

DOI:10.1021/acs.orglett.5b01601

upstream raw materials:

isoprene

Tiglic acid

trans-1-chloro-2-methylbut-2-ene

(E)-trichloro-(β-methylcrotyl)silane